N-Cbz-Hydroxy-L-proline

Product Name: N-Cbz-Hydroxy-L-proline
CAS No.: 13504-85-3
Chemical Name: N-Cbz-Hydroxy-L-proline
Synonyms: CBZ-L-HYDROXYPROLINE;(2S,4R)-1-((benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid;Z-HYP-OH;CBZ-HYP-OH;Z-Hyp;Z-L-HYP-OH;CBZ-L-HYP-OH;-4-hydroxy-L;Z-HYP(BZL)-OH;Z-HYDROXYPROLINE
CBNumber: CB5148552
Molecular Formula: C13H15NO5
Formula Weight: 265.26
MOL File: 13504-85-3.mol

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N-Cbz-Hydroxy-L-proline Property

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
CAS DataBase Reference: 13504-85-3(CAS DataBase Reference)

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Safety

WGK Germany: 3
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 96310
Product name: Z-Hyp-OH
Purity: ≥99.0% (T)
Packaging: 25g
Price: $99.4
Updated: 2025/07/31

Sigma-Aldrich

Product number: 96310
Product name: Z-Hyp-OH
Purity: ≥99.0% (T)
Packaging: 5g
Price: $79
Updated: 2023/06/20

TCI Chemical

Product number: C2506
Product name: trans-N-Carbobenzoxy-4-hydroxy-L-proline
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $24
Updated: 2025/07/31

TCI Chemical

Product number: C2506
Product name: trans-N-Carbobenzoxy-4-hydroxy-L-proline
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $123
Updated: 2025/07/31

TRC

Product number: H953385
Product name: (2S,4R)-4-Hydroxy-1,2-pyrrolidinedicarboxylicAcid1-BenzylEster
Packaging: 5g
Price: $70
Updated: 2021/12/16

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

Chemical Properties

Viscous Oil

Uses

A competitive inhibitor of porcine kidney prolidase.

reaction suitability

reaction type: solution phase peptide synthesis

Synthesis

501-53-1

51-35-4

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

N-Cbz-Hydroxy-L-proline Preparation Products And Raw materials

Raw materials

Preparation Products

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N-Cbz-Hydroxy-L-proline Suppliers

Americas 1 Belgium 1 Canada 1 China 244 Europe 1 France 2 Germany 8 India 12 Italy 2 Japan 4 South Korea 1 Spain 1 Switzerland 5 The Netherlands 1 United Kingdom 10 United States 53 Global 347

J & K SCIENTIFIC LTD.

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Alfa Aesar

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

Hebei Chuanghai Biotechnology Co., Ltd

Product: N-Cbz-Hydroxy-L-proline 13504-85-3
Price: US $10.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 5tons
Release date: 2024-12-02

Honest Joy Holdings Limited

Product: Z-Hyp-oh 13504-85-3
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.3%
Supply Ability: 100 tons
Release date: 2022-01-25

Career Henan Chemical Co

Product: Z-HYP(TBU)-OH 13504-85-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: 20kg
Release date: 2018-08-22

13504-85-3, N-Cbz-Hydroxy-L-prolineRelated Search:

L-Proline Trimethoprim CHLOROPHOSPHONAZO III CARBONYL SULFIDE D-Proline Nequinate L-PROLINE-(4-3H(N)) N-CBZ-HYDROXY-L-PROLINE METHYL ESTER H-D-CIS-HYP-OH Z-ILE-LEU-OH N-CARBOBENZOXY-L-ISOLEUCINE DICYCLOHEXYLAMMONIUM SALT Z-TRANS-4-HYDROXY-L-PROLINOL Z-Hyp(tBu)-OMe Cbz-N-methyl-L-phenylalanine Z-ARG(NO2)-OH N-Benzyloxycarbonyl-L-asparagine N-alpha-Cbz-L-lysine Z-D-GLN-OH

(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-HYP-OH

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

Z-Hyp

(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-HYP-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

N-Cbz-Hydroxy-L-prol

(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)-1-((benzyloxy)carbonyl)-4-hydroxypyrrolidine-2-carboxylic acid

(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)