(E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

Base Information

• Chemical Name: (E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester
• CAS No.: 210427-84-2
• Molecular Formula: C₁₆H₂₃NO₅S
• Molecular Weight: 341.428
• Mol file: 210427-84-2.mol

Synonyms:(E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

Chemical Property of (E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester

There total 2 articles about (E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl 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: 75.0%

N-(tert-butoxycarbonyl)-D-phenylalaninal (77119-85-8) + methyl diethylphosphonomethanesulfonate (210427-82-0) → (E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester (210427-84-2)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

Reference yield:

N-tert-butoxycarbonyl-D-Phenylalaninol (106454-69-7) → (E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester (210427-84-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) (COCl)2, DMSO; 2.) Et₃N / CH₂Cl₂ / -63 °C

2: 75 percent / nBuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane;

Reference yield:

(E)-(R)-3-tert-Butoxycarbonylamino-4-phenyl-but-1-ene-1-sulfonic acid methyl ester (210427-84-2) → ((E)-(R)-1-Benzyl-3-chlorosulfonyl-allyl)-carbamic acid tert-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: acetone / Heating

2: SO₂Cl₂, Ph₃P, 3 Angstroem molecular sieves / CH₂Cl₂ / 3 h / Ambient temperature

With sulfuryl dichloride; 3 A molecular sieve; triphenylphosphine; In dichloromethane; acetone;

upstream raw materials:

N-(tert-butoxycarbonyl)-D-phenylalaninal

methyl diethylphosphonomethanesulfonate

N-tert-butoxycarbonyl-D-Phenylalaninol