D-Valine benzy ester 4-methylbenzenesulfonate

Base Information

• Chemical Name: D-Valine benzy ester 4-methylbenzenesulfonate
• CAS No.: 17662-84-9
• Molecular Formula: C₇H₈O₃S*C₁₂H₁₇NO₂
• Molecular Weight: 379.477
• Hs Code.: 2922499990
• Mol file: 17662-84-9.mol

Synonyms:D-Valine benzyl ester tosylate;

Chemical Property of D-Valine benzy ester 4-methylbenzenesulfonate

Chemical Property:

• Melting Point: 162 °C
• Refractive Index: 4 ° (C=3.2, MeOH)
• PSA: 115.07000
• LogP: 4.73590
• Storage Temp.: Store at RT.
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

D-Valine benzyl ester 4-toluenesulfonate salt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D-Valine Benzyl Ester p-Toluenesulfonate is a reactant used in the synthesis of aspartic acid protease inhibitors. Also an important reagent in the synthesis of anti-hepatitis C agents.

Technology Process of D-Valine benzy ester 4-methylbenzenesulfonate

There total 1 articles about D-Valine benzy ester 4-methylbenzenesulfonate 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:

D-Val-OH (640-68-6,25609-85-2,7004-03-7,921-10-8) + toluene-4-sulfonic acid (104-15-4) + benzyl alcohol (100-51-6,185532-71-2) → ammonium tosylate salt of (2R)-valine benzyl ester (16652-76-9,17662-84-9,17664-92-5)

Guidance literature:

In benzene; for 23h; Reflux;

DOI:10.1002/chir.21982

Reference yield: 88.0%

ammonium tosylate salt of (2R)-valine benzyl ester (16652-76-9,17662-84-9,17664-92-5) + NΑ-Boc-S-benzyl-L-cysteine N-hydroxysuccinimide ester (3401-33-0) → N-(tert-butyloxycarbonyl)-S-benzyl-L-cysteinyl-D-valine benzyl ester (109345-41-7)

Guidance literature:

With 4-methyl-morpholine; In dichloromethane;

Reference yield: 86.0%

ammonium tosylate salt of (2R)-valine benzyl ester (16652-76-9,17662-84-9,17664-92-5) + N-acetyl-S-p-methoxybenzyl-(2R)-cysteine (126252-88-8) → N-acetyl-S-p-methoxybenzyl-(2R)-cysteinyl-(2R)-valine benzyl ester (126166-73-2)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; triethylamine; In dichloromethane; for 21h; Ambient temperature;

DOI:10.1016/S0040-4020(01)80113-7

upstream raw materials:

D-Val-OH

toluene-4-sulfonic acid

benzyl alcohol

Downstream raw materials:

N-benzyloxycarbonyl-S-benzyl-L-cysteinyl-D-valine benzyl ester

δ-(α-benzyl, N^α-carbobenzoxy-L-α-aminoadipyl)-O-benzyl-L-seryl-D-valine benzyl ester

BOC-(O-benzyl)-L-seryl-D-valine benzyl ester

N-benzyloxycarbonyl-α-benzyl-δ-(L-α-aminoadipoyl)-S-benzyl-L-cysteinyl-D-valine benzyl ester

Refernces