(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid di-p-tolylmethyl ester

Base Information

• Chemical Name: (S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid di-p-tolylmethyl ester
• CAS No.: 134166-85-1
• Molecular Formula: C₂₉H₃₃NO₅
• Molecular Weight: 475.585
• Mol file: 134166-85-1.mol

Synonyms:(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid di-p-tolylmethyl ester

Chemical Property of (S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid di-p-tolylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid di-p-tolylmethyl ester

There total 1 articles about (S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic 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: 55.0%

bis(4-methylphenyl)methanone hydrazone (55816-25-6) + Boc-Tyr-OH (3978-80-1) → (S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid di-p-tolylmethyl ester (134166-85-1)

Guidance literature:

With peracetic acid; iodine; In dichloromethane; at 0 ℃;

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

Reference yield: 80.0%

cyclohexylammonium S,S-diphenyl phosphorodithioate (67941-87-1) + (S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid di-p-tolylmethyl ester (134166-85-1) → (S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid di-p-tolylmethyl ester (134166-86-2)

Guidance literature:

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

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

Reference yield:

(S)-2-tert-Butoxycarbonylamino-3-(4-hydroxy-phenyl)-propionic acid di-p-tolylmethyl ester (134166-85-1) → O-(S,S-Diphenyl)phosphorodithioyl Boc-tyrosine (119255-40-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / isodurenedisulfonyl chloride, 1H tetrazole, pyridine

2: 90 percent / TFA / CH₂Cl₂ / 0.25 h / 0 °C

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

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

upstream raw materials:

bis(4-methylphenyl)methanone hydrazone

Boc-Tyr-OH

Downstream raw materials:

(S)-3-[4-(Bis-phenylsulfanyl-phosphoryloxy)-phenyl]-2-tert-butoxycarbonylamino-propionic acid di-p-tolylmethyl ester

O-(S,S-Diphenyl)phosphorodithioyl Boc-tyrosine