ChemicalBook >> CAS DataBase List >>(2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid

(2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid

CAS No.
147266-92-0
Chemical Name:
(2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid
Synonyms
(2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid;BOC-D-HYP-OH;N-Boc-trans-D-Hyp-OH;BOC-TRANS-4-HYDROXY-D-PROLINE;Boc-trans-D-Hyp-OH;Boc-D-trans-Hyp-OH;trans-Boc-D-Hpy-OH;BOC-D-PRO(4-HYDROXY)-OH;Prusogliptin Impurity 16;Teneligliptin Impurity 27
CBNumber:
CB7345548
Molecular Formula:
C10H17NO5
Molecular Weight:
231.25
MDL Number:
MFCD01861341
MOL File:
147266-92-0.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-09-12 18:54:55

(2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid Properties

Melting point 123°C
Boiling point 390.9±42.0 °C(Predicted)
Density 1.312±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
pka 3.80±0.40(Predicted)
form solid
color White
optical activity [α]/D +70°, c = 0.617 g/mL in methanol
Major Application peptide synthesis
InChI 1S/C10H17NO5/c1-10(2,3)16-9(15)11-5-6(12)4-7(11)8(13)14/h6-7,12H,4-5H2,1-3H3,(H,13,14)/t6-,7/m0/s1
InChIKey BENKAPCDIOILGV-PKPIPKONSA-N
SMILES CC(C)(C)OC(=O)N1C[C@@H](O)CC1C(O)=O
FDA UNII 7K1V4SDL4L
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P305+P351+P338
Hazard Codes  Xi
Risk Statements  36
Safety Statements  26
WGK Germany  3
HazardClass  IRRITANT
HS Code  2933998090
Storage Class 11 - Combustible Solids
Hazard Classifications Eye Irrit. 2
NFPA 704
1
0 0

(2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid price More Price(67)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 762067 N-Boc-trans-4-hydroxy-D-proline 97% 147266-92-0 1g $166 2026-04-30 Buy
Sigma-Aldrich 762067 N-Boc-trans-4-hydroxy-D-proline 97% 147266-92-0 500mg $110 2023-06-20 Buy
Usbiological 265617 Boc-trans-4-hydroxy-D-proline Asreported 147266-92-0 250mg $340 2026-06-03 Buy
Usbiological 265617 Boc-trans-4-hydroxy-D-proline Asreported 147266-92-0 500mg $468 2026-06-03 Buy
Usbiological 265617 Boc-trans-4-hydroxy-D-proline Asreported 147266-92-0 1g $686 2026-06-03 Buy
Product number Packaging Price Buy
762067 1g $166 Buy
762067 500mg $110 Buy
265617 250mg $340 Buy
265617 500mg $468 Buy
265617 1g $686 Buy

(2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid Chemical Properties,Uses,Production

Chemical Properties

White powder

Uses

Boc protected Proline derivative.

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

Di-tert-butyl dicarbonate

24424-99-5

L-Hydroxyproline

51-35-4

(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID

147266-92-0

General procedure for the synthesis of N-BOC-trans-4-hydroxy-D-proline from di-tert-butyl dicarbonate and L-hydroxyproline: Step A: Preparation of (4β)-1-Boc-4-hydroxy-L-proline 1. dissolve L-hydroxyproline (5.08 g, 38.77 mmol) in a solvent mixture of 1N NaOH solution (40 mL) and 1,4-dioxane (40 mL). 2. Di-tert-butyl dicarbonate (9.3 g, 42.6 mmol) was added drop-wise to the above solution at 0 °C. 3. The reaction mixture was stirred at room temperature for 8 hours. 4. 4. After completion of the reaction, the mixture was concentrated under vacuum to remove the solvent. 5. The concentrated mixture was acidified with 1N HCl and then extracted with EtOAc. 6. The organic extract was washed with brine, dried over MgSO4 and filtered. 7. Finally, the filtrate was concentrated under vacuum to give N-BOC-trans-4-hydroxy-D-proline (8.84 g, 99% yield). MS [M + H] = 232 (M + 1).

IC 50

Non-cleavable Linker

References

[1] Patent: WO2010/56022, 2010, A2. Location in patent: Page/Page column 21

24424-99-5
51-35-4
147266-92-0
Synthesis of (2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid from Di-tert-butyl dicarbonate and L-Hydroxyproline
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View Lastest Price from (2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBO pictures 2021-07-13 (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBO
147266-92-0
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBO pictures 2021-07-10 (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBO
147266-92-0
$10.00-15.00 1KG 99%+ HPLC Zhuozhou Wenxi import and Export Co., Ltd
(2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID pictures 2019-07-06 (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID
147266-92-0
$100.00 1KG 99% Career Henan Chemical Co

(2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid Spectrum

(2R,4S)-N-Boc-trans-4-hydroxy-D-proline (2R,4S)-N-Boc-cis-4-hydroxy-D-proline Boc-D-trans-Hyp-OH N-Boc-trans-4-hydroxy-D-proline 95+% (2R,4S)-N-Boc-4-hydroxy-D-proline (2R,4S)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 1-tert-Butoxycarbonyl-(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-diMethylethyl) ester, (2R-trans)- Boc-trans-D-Hyp-OH 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-diMethylethyl) ester, (2R,4S)- trans-1-[(tert-butoxy)carbonyl]-4-hydroxypyrrolidine-2-carboxylic acid (2R,4S)-4-Hydroxy-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) ester Boc-(2R,4S)-4-hydroxypyrrolidine-2-carboxylic acid Boc-trans-4-hydroxy-D-proline≥ 95% (NMR) BOC-D-PRO(4-HYDROXY)-OH BOC-D-HYP-OH N-T-BOC-TRANS-4-HYDROXY-D-PROLINE N-ALPHA-T-BUTOXYCARBONYL-D-HYDROXYPROLINE N-Boc-trans-4-Hydroxy-D-proline N-BOC-CIS-7-HYDROXY-D-PROLINE (Tert-Butoxy)Carbonyl D-trans-Hyp-OH N-tert-Butoxycarbonyl-trans-4-hydroxy-D-proline (2R,4S)-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylicaci (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID USP/EP/BP (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBO N-tert-Boc-trans-4-Hydroxy-D-proline (2R,4s)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid (2R,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARB... trans-Boc-D-Hpy-OH (2R,4S)-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-car 1-(1,1-Dimethylethyl) (2R,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylate Prusogliptin Impurity 16 N-tert-butoxycarbonyl-D-trans-4- hydroxyproline Tenteligliptin impurity 2 (2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2- carboxylic acid (2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid/N-tert-butoxycarbonyl-D-trans-4-hydroxyproline N-Boc-trans-4-hydroxy-D-proline N-Boc-trans-4-hydroxy-D-proline, 97% Teneligliptin Impurity 27 1-(tert-Butyl) (2R,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylate (2R,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid BOC-TRANS-4-HYDROXY-D-PROLINE N-Boc-trans-D-Hyp-OH (2R,4S)-N-alpha-t-Butoxycarbonyl-4-hydroxypyrrolidine-2-carboxylic acid 147266-92-0 C10H17NO8 C10H17F2NO5