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N-Cbz-Hydroxy-L-proline

CAS No.
13504-85-3
Chemical Name:
N-Cbz-Hydroxy-L-proline
Synonyms
Z-HYP-OH;CBZ-HYP-OH;(2S,4R)-1-((benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid;CBZ-L-HYDROXYPROLINE;Z-Hyp;N-Cbz-Hydroxy-L-prol;1-(Phenylmethyl) (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate;Cbz-Hyp;Z-L-HYP-OH;CBZ-L-HYP-OH
CBNumber:
CB5148552
Molecular Formula:
C13H15NO5
Molecular Weight:
265.26
MDL Number:
MFCD00037329
MOL File:
13504-85-3.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-05-28 01:55:28

N-Cbz-Hydroxy-L-proline Properties

Melting point 104-107 °C
Boiling point 486.9±45.0 °C(Predicted)
Density 1.416±0.06 g/cm3(Predicted)
storage temp. Keep in dark place,Sealed in dry,Room Temperature
solubility Dichloromethane, Ethyl Acetate
form Oil
pka 3.78±0.40(Predicted)
color White to off-white
optical activity [α]20/D 54±1°, c = 2% in ethanol
Water Solubility Slightly soluble in water.
BRN 90295
Major Application peptide synthesis
InChI 1S/C13H15NO5/c15-10-6-11(12(16)17)14(7-10)13(18)19-8-9-4-2-1-3-5-9/h1-5,10-11,15H,6-8H2,(H,16,17)/t10-,11+/m1/s1
InChIKey WWVCWLBEARZMAH-MNOVXSKESA-N
SMILES O[C@@H]1C[C@H](N(C1)C(=O)OCc2ccccc2)C(O)=O
CAS DataBase Reference 13504-85-3(CAS DataBase Reference)
UNSPSC Code 12352209
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P
PPE Eyeshields, Gloves, type N95 (US)
WGK Germany  3
HS Code  29339900
Storage Class 11 - Combustible Solids
NFPA 704
1
0 0

N-Cbz-Hydroxy-L-proline price More Price(82)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 96310 Z-Hyp-OH ≥99.0% (T) 13504-85-3 25g $151 2026-04-30 Buy
Sigma-Aldrich 96310 Z-Hyp-OH ≥99.0% (T) 13504-85-3 5g $79 2023-06-20 Buy
TCI Chemical C2506 trans-N-Carbobenzoxy-4-hydroxy-L-proline >98.0%(HPLC)(T) 13504-85-3 5g $23 2026-04-30 Buy
TCI Chemical C2506 trans-N-Carbobenzoxy-4-hydroxy-L-proline >98.0%(HPLC)(T) 13504-85-3 25g $76 2026-04-30 Buy
Usbiological 269329 Cbz-L-hydroxyproline Asreported 13504-85-3 5g $369 2026-06-03 Buy
Product number Packaging Price Buy
96310 25g $151 Buy
96310 5g $79 Buy
C2506 5g $23 Buy
C2506 25g $76 Buy
269329 5g $369 Buy

N-Cbz-Hydroxy-L-proline Chemical Properties, Uses, Production

Chemical Properties

Viscous Oil

Uses

A competitive inhibitor of porcine kidney prolidase.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

Benzyl chloroformate

501-53-1

L-Hydroxyproline

51-35-4

N-Cbz-Hydroxy-L-proline

13504-85-3

GENERAL METHOD: To a solution of L-hydroxyproline (78.7 g, 600 mmol) and sodium bicarbonate (126 g, 1.5 mol) in water (900 mL), a solution of benzyl chloroformate (89.6 mL, 630 mmol) in dioxane (90 mL) was slowly added. The reaction mixture was stirred overnight at room temperature. Upon completion of the reaction (monitored by thin-layer chromatography), the reaction mixture was cooled to 0 °C in an ice bath and acidified to pH 2 with 12 M hydrochloric acid (about 75 mL was required). Subsequently, the aqueous phase was extracted with ethyl acetate (3 × 500 mL), the organic phases were combined and washed with saturated brine (3 × 200 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give a colorless viscous oil. The yield was quantitative, and the product could be directly used in the next reaction without further purification.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2000, vol. 10, # 16, p. 1845 - 1847
[2] Angewandte Chemie - International Edition, 2007, vol. 46, # 47, p. 9073 - 9077
[3] Patent: EP1193270, 2002, A2. Location in patent: Page 14, 35-36, 105
[4] Tetrahedron Letters, 2016, vol. 57, # 44, p. 4882 - 4884
[5] Chemical and Pharmaceutical Bulletin, 2018, vol. 66, # 5, p. 575 - 580

501-53-1
2584-71-6
13504-85-3
Synthesis of N-Cbz-Hydroxy-L-proline from Benzyl chloroformate and cis-4-Hydroxy-D-proline
Global Suppliers ( 352)
Supplier Tel Email Country ProdList Advantage
Shanghai Hobor Chemical Co., Ltd 13918007836 sales@hoborchem.com China 423 60
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
Alfa Aesar 400-6106006 saleschina@alfa-asia.com China 30103 84
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
ShangHai DEMO Chemical Co.,Ltd 400-021-7337 2355568890 sales@demochem.com China 2569 57
Ark Pharm, Inc. 847-367-3680 sales@arkpharminc.com United States 1669 56
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
GL Biochem (Shanghai) Ltd 21-61263452 13641803416 ymbetter@glbiochem.com China 9981 64
Capot Chemical Co., Ltd +86 (0) 571 85 58 67 18 China 18187 66

View Latest Price from N-Cbz-Hydroxy-L-proline manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-Cbz-Hydroxy-L-proline pictures 2026-03-20 N-Cbz-Hydroxy-L-proline
13504-85-3
$10.00 1KG 99% 5tons Hebei Chuanghai Biotechnology Co., Ltd
Z-Hyp-OH pictures 2024-04-28 Z-Hyp-OH
13504-85-3
$5.00 1kg 99.92% 50000tons Ouhuang Engineering Materials (Hubei) Co., Ltd
Z-Hyp-oh pictures 2022-01-26 Z-Hyp-oh
13504-85-3
1KG 98.3% 100 tons Honest Joy Holdings Limited
  • Z-Hyp-OH pictures
  • Z-Hyp-OH
    13504-85-3
  • $5.00
  • 99.92%
  • Ouhuang Engineering Materials (Hubei) Co., Ltd
  • Z-Hyp-oh pictures
  • Z-Hyp-oh
    13504-85-3
  • $0.00
  • 98.3%
  • Honest Joy Holdings Limited

N-Cbz-Hydroxy-L-proline Spectrum

(2S,4R)-N-Cbz-trans-4-hydroxy-L-proline Z-L-HYP-OH Z-L-4-HYDROXYPROLINE Z-L-4-TRANS-HYDROXYPROLINE TRANS-N-ALPHA-BENZYLOXYCARBONYL-L-HYDROXYPROLINE BENZYLOXYCARBONYL-L-4-HYDROXYPROLINE CBZ-L-HYDROXYPROLINE CBZ-L-HYP-OH N-Carbobenzyloxy-4-hydroxy-L-proline (trans) N-Z-4-hydroxy-L-proline (trans) 1-benzyl hydrogen (2S-trans)-4-hydroxypyrrolidine-1,2-dicarboxylate Z-trans-4-hydroxy-L-proline N-Cbz-cis-4-hydroxy-D-proline (2R,4R)-N-CBZ-4-HYDROXY-D-PROLINE Cbz-L-4- Hydroxyproline N-Benzyloxycarbonyl-4-hydroxy-L-proline N-Benzyloxycarbonyl-L-Hydroproline N-CARBOBENZYLOXY-TRANS-4-HYDROXY-L-PROLINE N-CBZ-CIS-4-HYDROXY-L-PROLINE CBZ-TRANS-4-HYDROXY-L-PROLINE Z-L-HYDROXYPROLINE extrapure N-carbobenzyloxy-hydroxy-L-proline N-Cbz-Hydroxy-L-proline, Z-L-4-Hydroxyproline (2S)-1-(Benzyloxycarbonyl)-4β-hydroxypyrrolidine-2α-carboxylic acid (2S,4R)-4-Hydroxy-1,2-pyrrolidinedicarboxylic acid hydrogen 1-(phenylmethyl) ester (4R)-1-(Benzyloxycarbonyl)-4-hydroxy-L-proline (4R)-N-(Benzyloxycarbonyl)-4-hydroxy-L-proline 1-(Benzyloxycarbonyl)-trans-4-hydroxy-L-proline N-(Benzyloxycarbonyl)-trans-4-hydroxy-L-proline (2R)-2-hydroxy-1-phenylmethoxycarbonyl-2-pyrrolidinecarboxylic acid N-ALPHA-CARBOBENZOXY-L-HYDROXYPROLINE N-ALPHA-CARBOBENZOXY-O-BENZYL-TRANS-4-HYDROXY-L-PROLINE N-ALPHA-CBZ-L-4-TRANS-HYDROXYPROLINE N-ALPHA-BENZYLOXYCARBONYL-TRANS-L-HYDROXYPROLINE N-ALPHA-CARBOBENZOXY-(2S,4R)-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID N-CARBOBENZOXY-L-HYDROXYPROLINE N-CBZ-HYDROXY-L-PROLINE Z-4-HYDROXY-L-PROLINE Z-HYP(BZL)-OH Z-HYDROXYPROLINE Z-L-HYDROXYPROLINE N-carbobenzyloxy-4-hydroxy-l-proline 1-(benzyloxycarbonyl)-4-hydroxy-proline 4-hydroxy-1-(phenylmethoxycarbonyl)pyrrolidine-2-carboxylic acid (2S,4R)-4-Hydroxypyrrolidine-2-carboxylic acid, N-CBZ protected trans-4-Hydroxy-L-proline, N-CBZ protected 1,2-Pyrrolidinedicarboxylic acid, 4-hydroxy-, 1-(phenylMethyl) ester, (2S,4R)- trans-N-Carbobenzoxy-4-hydroxy-L-proline trans-N-Cbz-4-hydroxy-L-proline Z-Hyp-OH (2S,4R)-4-Hydroxy-1,2-pyrrolidinedicarboxylic Acid 1-Benzyl Ester N-CBZ-4-hydroxy-L-proline Z-Hyp-OH >=99.0% (T) Z-L-4-trans-hydroxyproline≥ 98% (HPLC) Z-Hyp-OH (Non-Animal Origiated Hyp) N-Carbobenzoxy-4-hydroxy-L-proline trans-N-Cbz-4-hydroxy-L-proline, 98% trans-N-Carbobenzoxy-4-hydroxy-L-proline > -4-hydroxy-L