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N-Boc-cis-4-Hydroxy-L-proline

CAS No.
87691-27-8
Chemical Name:
N-Boc-cis-4-Hydroxy-L-proline
Synonyms
N-BOC-CIS-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;BOC-CISHYP-OH;cis-boc-Hyp-OH;N-Boc-cis-Hyp-OH;CIS-BOC-L-HYP-OH;cis-N-Boc-4-hydroxy-L;BOC-CIS-4-HYDROXY-L-PROLINE;cis-N-Boc-4-hydroxy-L-proline;N-BOC-CIS-4-HYDROXY-L-PROLINE;N-T-BOC-CIS-4-HYDROXY-L-PROLINE
CBNumber:
CB4349358
Molecular Formula:
C10H17NO5
Molecular Weight:
231.25
MDL Number:
MFCD02094406
MOL File:
87691-27-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 05:55:17

N-Boc-cis-4-Hydroxy-L-proline Properties

Melting point 146 °C (D) (lit.)
alpha -50 º (c=0.67, MeOH)
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
form Powder or Crystalline Powder
pka 3.80±0.40(Predicted)
color White to off-white
optical activity [α]20/D -50.0±3°, c = 0.67 in methanol
Major Application peptide synthesis
InChI 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-BQBZGAKWSA-N
SMILES N1(C(OC(C)(C)C)=O)C[C@@H](O)C[C@H]1C(O)=O
CAS DataBase Reference 87691-27-8(CAS DataBase Reference)
FDA UNII H4YCJ0KW0U
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
Signal word  Warning
Hazard statements  H315-H319-H335-H400
Precautionary statements  P273-P302+P352-P305+P351+P338
target organs Respiratory system
PPE dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes  Xi,N
Risk Statements  36/37/38-50
Safety Statements  26-36/37-60-61
RIDADR  UN 3077 9 / PGIII
WGK Germany  3
HazardClass  IRRITANT
HS Code  29339900
Storage Class 11 - Combustible Solids
Hazard Classifications Aquatic Acute 1
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
NFPA 704
1
2 0

N-Boc-cis-4-Hydroxy-L-proline price More Price(83)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 654019 N-Boc-cis-4-hydroxy-L-proline 97% 87691-27-8 1g $102 2026-04-30 Buy
Sigma-Aldrich 654019 N-Boc-cis-4-hydroxy-L-proline 97% 87691-27-8 5g $333 2026-04-30 Buy
TCI Chemical B5887 cis-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline >98.0%(HPLC)(T) 87691-27-8 1g $25 2026-04-30 Buy
TCI Chemical B5887 cis-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline >98.0%(HPLC)(T) 87691-27-8 5g $88 2026-04-30 Buy
Usbiological 265609 Boc-cis-4-hydroxy-L-proline Asreported 87691-27-8 500mg $333 2026-06-03 Buy
Product number Packaging Price Buy
654019 1g $102 Buy
654019 5g $333 Buy
B5887 1g $25 Buy
B5887 5g $88 Buy
265609 500mg $333 Buy

N-Boc-cis-4-Hydroxy-L-proline Chemical Properties,Uses,Production

Chemical Properties

White powder

Uses

peptide synthesis

reaction suitability

reaction type: Boc solid-phase peptide synthesis

Synthesis

N-Boc-4-oxo-L-proline

84348-37-8

N-Boc-cis-4-Hydroxy-L-proline

87691-27-8

General procedure for the synthesis of N-Boc-cis-4-hydroxy-L-proline from (S)-1-(tert-butoxycarbonyl)-4-oxopyrrolidine-2-carboxylic acid: An appropriate amount of solvent was added to the reaction vessel and cooled to the specified temperature. Subsequently, the reducing agent (4.0~5.0 equivalents) was added in batches, taking care to control the rate of addition to avoid violent exotherm. The progress of the reaction was monitored by HPLC during the reaction. Upon completion of the reaction, the reaction solution was slowly poured into ice water to maintain the temperature at 0~5°C. The pH was adjusted to 0~5°C with dilute hydrochloric acid. The pH was adjusted to 2~3 with dilute hydrochloric acid and then extracted with ethyl acetate (EA) (5X each time, 3 times). All organic phases were combined, washed with saturated brine and dried with anhydrous sodium sulfate. The dried organic phase was concentrated under reduced pressure to give the crude product. Finally, the crude product was recrystallized in a mixed solvent of ethyl acetate and alkanes to give purified N-Boc-cis-4-hydroxy-L-proline.

References

[1] Patent: CN106543062, 2017, A. Location in patent: Paragraph 0021; 0024; 0027
[2] Bioorganic and Medicinal Chemistry, 2006, vol. 14, # 7, p. 2253 - 2265
[3] Tetrahedron Letters, 1993, vol. 34, # 46, p. 7489 - 7492
[4] Bioorganic and Medicinal Chemistry, 2009, vol. 17, # 1, p. 251 - 259

84348-37-8
87691-27-8
Synthesis of N-Boc-cis-4-Hydroxy-L-proline from N-Boc-4-oxo-L-proline

N-Boc-cis-4-Hydroxy-L-proline Preparation Products And Raw materials

Global( 254)Suppliers
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J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
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Pure Chemistry Scientific Inc. 001-857-928-2050 or 1-888-588-9418 sales@chemreagents.com United States 10174 62
Accela ChemBio Co.,Ltd. 021-50795510 4000665055 marketing@accelachem.com China 10972 64

View Lastest Price from N-Boc-cis-4-Hydroxy-L-proline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Boc-cis-4-Hydroxy-L-proline pictures 2026-06-30 N-Boc-cis-4-Hydroxy-L-proline
87691-27-8
1KG 98.0% 10000KGS Shaanxi Dideu New Materials Co. Ltd
N-Boc-cis-4-Hydroxy-L-proline pictures 2019-08-02 N-Boc-cis-4-Hydroxy-L-proline
87691-27-8
$3.00 1KG 99% 1000kg Career Henan Chemical Co

N-Boc-cis-4-Hydroxy-L-proline Spectrum

(2S,4S)-cis-1-N-Boc-4-hydroxy-proline, N- Boc-cis-4-hydroxypyrrolidine-2-carboxylic acid cis-boc-Hyp-OH cis-N-Boc-4-hydroxy-L-proline cis-1-(tert-Butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid (2S,4S)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester cis-N-Boc-4-hydroxy-L-proline, 97+% N-Boc-cis-4-hydroxy-L-proline 95+% CIS-BOC-L-HYP-OH N-Boc-cis-Hyp-OH 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(1,1-dimethylethyl) ester, (2S,4S)- N-Boc-cis-4-hydroxy-L-proline 97% (2S,4S)-4-Hydroxy-1,2-pyrrolidinedicarboxylic acid 1-(tert-butyl) ester BOC-(2S,4S)-(-)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID BOC-CISHYP-OH BOC-CIS-4-HYDROXY-L-PROLINE BOC-CIS-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID N-T-BOC-CIS-4-HYDROXY-L-PROLINE N-BOC-CIS-4-HYDROXY-L-PROLINE N-ALPHA-BUTOXYCARBONYL-CIS-4-HYDROXY-L-PROLINE (S,S)-CIS-1-N-BOC-4-HYDROXY-PROLINE (S,S)-4-HYDROXY-PYRROLIDINE-1,2-DICARBOXYLIC ACID 1-TERT-BUTYL ESTER (2S,4S)-CIS-1-N-BOC-4-HYDROXY-PROLINE (2S,4S)-1-(TERT-BUTOXYCARBONYL)-4-HYDROXYPYRROLIDINE-2-CARBOXYLICACID (Tert-Butoxy)Carbonyl cis-Hyp-OH (2S,4S)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid cis-N-(tert-Butoxycarbonyl)-4-hydroxy-L-proline (2S,4S)-N-ALPHA-T-BUTOXYCARBONYL-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID (2S,4S)-N-Boc-cis-4-hydroxy-L-proline cis-N-Boc-4-hydroxy-L N-Boc-cis-4-Hydroxy-L-proline USP/EP/BP N-α-(t-Butoxycarbonyl)-cis-4-hydroxy-L-proline (2S,4S)-1-Boc-4-hydroxypyrrolidine-2-carboxylic Acid N-Boc-cis-4-hydroxy-L-proline (Custom work) 1-(1,1-Dimethylethyl) (2S,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylate N-tert-butoxycarbonyl-L-cis-4- hydroxyproline (2S,4S)-1-(tert-butoxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid/N-tert-butoxycarbonyl-L-cis-4-hydroxyproline N-Boc-cis-4-hydroxy-L-proline N-Boc-cis-4-hydroxy-L-proline, 97% 1-(tert-Butyl) (2S,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylate N-BOC-CIS-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID 87691-27-8 Peptide Synthesis Proline Derivatives Specialty Synthesis Unnatural Amino Acid Derivatives Carboxylic Acids Carboxylic Acids Pyrrolidines