(2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester

Base Information

• Chemical Name: (2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester
• CAS No.: 134166-96-4
• Molecular Formula: C₃₈H₄₄NO₈PS₂
• Molecular Weight: 737.875
• Mol file: 134166-96-4.mol

Synonyms:(2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester

Chemical Property of (2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester

There total 3 articles about (2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester 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: 82.0%

(2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid di-p-tolylmethyl ester (134166-88-4) + cyclohexylammonium S,S-bis(4-methoxyphenyl) phosphorodithioate (70942-51-7) → (2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester (134166-96-4)

Guidance literature:

With pyridine; 1H-tetrazole; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride;

DOI:10.1016/S0040-4039(00)79664-X

Reference yield:

Boc-Thr-OH (2592-18-9) → (2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester (134166-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / 40percent peracetic acid, I₂ / CH₂Cl₂ / 0 °C

2: 82 percent / isodurenedisulfonyl chloride, 1H-tetrazole, pyridine

With pyridine; 1H-tetrazole; peracetic acid; iodine; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; In dichloromethane;

DOI:10.1016/S0040-4039(00)79664-X

Reference yield:

bis(4-methylphenyl)methanone hydrazone (55816-25-6) → (2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid di-p-tolylmethyl ester (134166-96-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / 40percent peracetic acid, I₂ / CH₂Cl₂ / 0 °C

2: 82 percent / isodurenedisulfonyl chloride, 1H-tetrazole, pyridine

With pyridine; 1H-tetrazole; peracetic acid; iodine; 2,4,5,6-tetramethylbenzenedisulfonyl dichloride; In dichloromethane;

DOI:10.1016/S0040-4039(00)79664-X

upstream raw materials:

(2S,3R)-2-tert-Butoxycarbonylamino-3-hydroxy-butyric acid di-p-tolylmethyl ester

cyclohexylammonium S,S-bis(4-methoxyphenyl) phosphorodithioate

Boc-Thr-OH

bis(4-methylphenyl)methanone hydrazone

Downstream raw materials:

(2S,3R)-3-[Bis-(4-methoxy-phenylsulfanyl)-phosphoryloxy]-2-tert-butoxycarbonylamino-butyric acid