Z-D-CIS-HYP-OH

Base Information

• Chemical Name: Z-D-CIS-HYP-OH
• CAS No.: 130930-25-5
• Molecular Formula: C13H15NO5
• Molecular Weight: 265.266
• Mol file: 130930-25-5.mol

Synonyms:(2R,4R)-N-ALPHA-CARBOBENZOXY-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC-ACID;Z-D-CIS-HYP-OH;N-ALPHA-CARBOBENZOXY-CIS-4-HYDROXY-D-PROLINE

Chemical Property of Z-D-CIS-HYP-OH

Chemical Property:

• Vapor Pressure: 2.71E-10mmHg at 25°C
• Refractive Index: 1.612
• Boiling Point: 486.9oC at 760 mmHg
• PKA: 3.78±0.40(Predicted)
• Flash Point: 248.3oC
• PSA: 87.07000
• Density: 1.416g/cm3
• LogP: 0.78090

Purity/Quality:

99% ^*data from raw suppliers

Z-cis-D-4-Hydroxyproline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Z-D-CIS-HYP-OH

There total 6 articles about Z-D-CIS-HYP-OH which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

benzyl chloroformate (501-53-1,94274-21-2) + cis-hydroxy-D-proline (2584-71-6,30724-02-8) → (R,R)-4-hydroxy-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (130930-25-5)

Guidance literature:

With sodium hydrogencarbonate; In water; toluene; at 20 ℃; for 16.25h;

Reference yield:

→ (2S,4S)-4-Hydroxy-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester (13504-85-3,13504-86-4,91958-67-7,99095-63-3,130930-25-5)

Guidance literature:

Benzyloxycarbonyl-4-oxoprolin, NaBH4, Chlorameisensaeure-ethylester;

Reference yield:

4R-4-hydroxyproline (51-35-4,30724-02-8) → (R,R)-4-hydroxy-1-(benzyloxycarbonyl)pyrrolidine-2-carboxylic acid (130930-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) AcOH, Ac₂O, 2.) 2N HCl / 1.) reflux, 5.5 h, 2.) reflux, 2 h

2: NaHCO₃ / H₂O / 2 h

With hydrogenchloride; acetic anhydride; sodium hydrogencarbonate; acetic acid; In water;

DOI:10.1021/jo00092a022

upstream raw materials:

benzyl chloroformate

cis-hydroxy-D-proline

(2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride

4R-4-hydroxyproline

Downstream raw materials:

cis-4-hydroxy-D-prolin-anilide

(R)-1-((benzyloxy)carbonyl)-4-oxopyrrolidine-2-carboxylic acid

(2R,4R)-2-ethoxycarbonyl-4-hydroxy-N-(benzyloxycarbonyl)pyrrolidine

(2R,4R)-1-benzyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate