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ChemicalBook >> CAS DataBase List >>CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester

CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester

CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester Structure
CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester structure
CAS No.
274693-53-7
Chemical Name:
CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester
Synonyms
Ticagrelor Impurity 138;Ticagrelor Intermediate I;Ticagrelor Related Compound 109;CarbaMic acid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-;Carbamicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-dim...;Benzyl ((3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta[d];Benzyl((3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol;(3aR,4S,6R,6aS)-6-(Boc-amino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol;Benzyl [(3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetra-hydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]ca;Benzyl (3aS,4R,6S,6aR)-(6-hydroxy-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-carbamate
CBNumber:
CB12548813
Molecular Formula:
C16H21NO5
Molecular Weight:
307.34
MDL Number:
MFCD21362984
MOL File:
274693-53-7.mol
MSDS File:
SDS
Last updated:2026-05-27 23:18:42
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CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester Properties

Melting point 117 - 119°C
Boiling point 489.1±45.0 °C(Predicted)
Density 1.28
storage temp. Inert atmosphere,Store in freezer, under -20°C
solubility Acetonitrile (Slightly), DMSO (Slightly), Methanol (Slightly)
form Solid
pka 11.41±0.60(Predicted)
color White to Off-White
InChI InChI=1S/C16H21NO5/c1-16(2)21-13-11(8-12(18)14(13)22-16)17-15(19)20-9-10-6-4-3-5-7-10/h3-7,11-14,18H,8-9H2,1-2H3,(H,17,19)/t11-,12+,13+,14-/m1/s1
InChIKey VPICQZQITAJOQA-ZOBORPQBSA-N
SMILES C(OCC1=CC=CC=C1)(=O)N[C@H]1[C@@]2([H])[C@@]([H])([C@@H](O)C1)OC(C)(C)O2

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P264-P270-P301+P312-P330-P501-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405
REACH Registrations Active

CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester price More Price(35)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC TRC-P319221-5G Phenylmethyl ester N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]-Carbamic acid 274693-53-7 5g $173 2026-06-03 Buy
TRC TRC-P319221-1G Phenylmethyl ester N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]-Carbamic acid 274693-53-7 1g $72 2026-06-03 Buy
TRC TRC-P319221-10G Phenylmethyl ester N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]-Carbamic acid 274693-53-7 10g $256 2026-06-03 Buy
Matrix Scientific 124773 Benzyl [(3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetra-hydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]carbamate 274693-53-7 1.00g $15 2026-05-18 Buy
Synthonix B15494 Benzyl [(3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]carbamate 97.0% 274693-53-7 10g $168 2026-05-06 Buy
Product number Packaging Price Buy
TRC-P319221-5G 5g $173 Buy
TRC-P319221-1G 1g $72 Buy
TRC-P319221-10G 10g $256 Buy
124773 1.00g $15 Buy
B15494 10g $168 Buy

CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester Chemical Properties, Uses, Production

Uses

Phenylmethyl ester N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]-Carbamic acid is a useful chiral building block. It has been used in the synthesis of all-cis carbocyclic precursor of ticagrelor via oxidation/stereoselective reduction sequences.

Synthesis

Benzyl chloroformate

501-53-1

(3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol

155899-66-4

CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester

274693-53-7

Step 7: To a tetrahydrofuran:water mixture of (3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopentadieno[d][1,3]dioxol-4-ol (17.0 g, 98.15 mmol, 1.00 eq.) and sodium carbonate (20.8 g, 196.24 mmol, 2.00 eq.) at 0°C (5:1, 600 mL) mixed solution, benzyl chloroformate (18.4 g, 107.86 mmol, 1.05 eq.) was slowly added. After completion of the reaction, extraction was carried out with ethyl acetate (3×200 mL) and the organic phases were combined to give the title compound N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopentaeno-1,3-dioxolan-4-yl]carbamic acid benzyl ester as a white solid (20.5 g, 68% yield) after standard post-processing. The product was characterized by 1H NMR (300 MHz, CDCl3), δ: 7.30-7.39 (m, 5H), 5.20 (s, 2H), 4.60 (d, J=5.4 Hz, 1H), 4.50 (d, J=5.4 Hz, 1H), 4.27 (s, 1H), 4.19 (d, J=5.7 Hz, 1H), 2.26 (m. 1H), 1.71 (d, J=14.4Hz, 1H), 1.47 (s, 3H), 1.28 (s, 3H).

References

[1] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 21, p. 6013 - 6018
[2] Patent: WO2011/17108, 2011, A2. Location in patent: Page/Page column 38
[3] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 11, p. 3598 - 3602
[4] Patent: WO2012/138981, 2012, A2. Location in patent: Page/Page column 38
[5] Patent: CN106279095, 2017, A. Location in patent: Paragraph 0023; 0046

CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester Preparation Products And Raw materials

Raw materials

Benzyl chloroformate (3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol Water Sodium carbonate Tetrahydrofuran

Preparation Products

Ethyl 2-(((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)oxy)acetate oxalate

CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester Suppliers

Global Suppliers ( 135)
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Suzhou lipin Chemical Co., Ltd 0512-0512-67509664 19888480046 China 121 58
Suzhou lipin Chemical Co., Ltd 0512-67509664 19888480046 3516936381@qq.com China 111 58
Chongqing Sennod Medical Co., Ltd 15086900926 461967281@qq.com China 42 58
JinYan Chemicals(ShangHai) Co.,Ltd. 13817811078 sales@jingyan-chemical.com China 9963 60
Shanghai Hanhong Scientific Co.,Ltd. 021-54306202 13764082696 info@hanhongsci.com China 42917 64
Jiangsu Vcare PharmaTech Co., Ltd. 025-58741518 13327700685 sales@vcarepharmatech.com China 281 61
Shanghai Feibo Chemical Technology Co., Ltd 021-58955608,2250286 15921236618 blinkzeng@gmail.com China 522 62
Nanjing Vital Chemical Co., Ltd. Please Send Email 18652950785 chemweiao@163.com China 4368 65
Shanghai Fuhe Chemistry Technology Co., Ltd. 0086-21-67651709 cfx759@hotmail.com China 409 57
Shanghai Aladdin Bio-Chem Technology Co.,LTD 400-6206333 13167063860 anhua.mao@aladdin-e.com China 29977 65
Supplier Advantage
Suzhou lipin Chemical Co., Ltd 58
Suzhou lipin Chemical Co., Ltd 58
Chongqing Sennod Medical Co., Ltd 58
JinYan Chemicals(ShangHai) Co.,Ltd. 60
Shanghai Hanhong Scientific Co.,Ltd. 64
Jiangsu Vcare PharmaTech Co., Ltd. 61
Shanghai Feibo Chemical Technology Co., Ltd 62
Nanjing Vital Chemical Co., Ltd. 65
Shanghai Fuhe Chemistry Technology Co., Ltd. 57
Shanghai Aladdin Bio-Chem Technology Co.,LTD 65

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CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester pictures 2019-07-06 CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester
274693-53-7
 $2.00 1KG 99% 20kg Career Henan Chemical Co

CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester Spectrum

CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester(274693-53-7)1HNMR

274693-53-7 (CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester) Related Search:

4,6-Dichloro-5-nitro-2-propylthiopyrimidine N-[(3aS,4R,6S,6aR)-Tetrahydro-6-(2-hydroxyethoxy)-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]carbamic acid phenylmethyl ester Acetic acid, [[(3aR,4S,6R,6aS)-tetrahydro-2,2-diMethyl-6-[[(phenylMethoxy)carbonyl]aMino]-4H-cyclopenta-1,3-dioxol-4-yl]oxy]-, ethyl ester Ticagrelor Related Compound 151 Ticagrelor Related Compound 150
TICAGRELOR 2-((3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yloxy)ethanol L-tataric acid 4,6-dichloro-2-propylthiopyrimidine-5-amine (3aR,4S,6R,6aS)-6-Aminotetrahydro-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-ol (1R,2S)-2-(3,4-Difluorophenyl)cyclopropanamine (2R)-Hydroxy(phenyl)ethanoate
1-Acetyladamantane Intermediate (1R trans)-2-(3,4-difluorophenyl)cyclopropane amine. HCl Ethanol, 2-[[(3aR,4S,6R,6aS)-6-[[5-aMino-6-chloro-2-(propylthio)-4-pyriMidinyl]aMino]tetrahydro-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]oxy]- ethyCyclopropanamine, 2-(3,4-difluorophenyl)-, (1R,2S)- (REACH) (1R,2R)-2-(3,4-difluorophenyl)cyclopropane carboxaMide
(1R trans)-2-(3,4-difluorophenyl)cyclopropane amine Cyclopropanamine,2-(3,4-difluorophenyl)-(1R,2S) -(2R,3R)-2,3-dihydroxybutanedioate (1:1)

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CarbaMicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester Benzyl((3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)carbamate-Tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]carbamic acid phenyl methyl ester N-[(3aS,4R,6S,6aR)-Tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]carbamicacid phenylmethyl ester N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-diMethyl-4H-cyclopenta-1,3-dioxol-4-yl]-,phenylMethyl ester ((3AS 4R 6S 6AR)6-HYDROXY-2,2-DIMETHYL-TETRAHYDROCYCLOPENTA(1,3)DIOXOL 4,YL)CARBAMIC ACID BENZYL ESTER Benzyl((3aS, 4R, 6S, 6aR)-6-hydroxy-2,2-diMethyltetrahydro-3aH-cyclopenta[1,3]-dioxol-4yl)carbaMate CarbaMic acid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2- benzyl N-[(3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyl-hexahydrocyclopenta[d][1,3]dioxol-4-yl]carbamate benzyl((3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-4H-cyclopenta[d][1,3]dioxol-4-yl)carbamate Benzyl [(3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetra-hydro-3aH-cyclopenta[d][1,3]dioxol-4-yl]ca Phenylmethyl ester N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-dimethyl-4H-cyclopenta-1,3-dioxol-4-yl]-Carbamic acid Ticagrelor Impurity 138 Carbamicacid,N-[(3aS,4R,6S,6aR)-tetrahydro-6-hydroxy-2,2-dim... Benzyl ((3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta[d] Ticagrelor Related Compound 109 (3aR,4S,6R,6aS)-6-(Boc-amino)-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-ol Benzyl (3aS,4R,6S,6aR)-(6-hydroxy-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxol-4-yl)-carbamate Benzyl((3aS,4R,6S,6aR)-6-hydroxy-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol Ticagrelor Intermediate I 274693-53-7