(E)-4-phenylbut-3-enyl tosyloxycarbamate

Base Information

• Chemical Name: (E)-4-phenylbut-3-enyl tosyloxycarbamate
• CAS No.: 869111-15-9
• Molecular Formula: C₁₈H₁₉NO₅S
• Molecular Weight: 361.419
• Mol file: 869111-15-9.mol

Synonyms:(E)-4-phenylbut-3-enyl tosyloxycarbamate

Chemical Property of (E)-4-phenylbut-3-enyl tosyloxycarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-phenylbut-3-enyl tosyloxycarbamate

There total 2 articles about (E)-4-phenylbut-3-enyl tosyloxycarbamate 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: 72.0%

(E)-4-phenylbut-3-enyl hydroxycarbamate (869111-33-1) + p-toluenesulfonyl chloride (98-59-9) → (E)-4-phenylbut-3-enyl tosyloxycarbamate (869111-15-9)

Guidance literature:

With triethylamine; In diethyl ether; at 20 ℃; for 12h;

DOI:10.1021/ja0552850

Reference yield:

(3E)-4-phenyl-3-buten-1-ol (937-58-6,20047-19-2,770-36-5) → (E)-4-phenylbut-3-enyl tosyloxycarbamate (869111-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 2 h / 20 °C

1.2: 72 percent / hydroxylamine hydrochloride / pyridine / 6 h / 20 °C

2.1: 72 percent / triethylamine / diethyl ether / 12 h / 20 °C

With triethylamine; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ja0552850

Reference yield: 60.0%

(E)-4-phenylbut-3-enyl tosyloxycarbamate (869111-15-9) → 4-[(E)-2-phenylethenyl]-1,3-oxazolidin-2-one

Guidance literature:

With dirhodium(II) tetrakis(triphenylacetate); potassium carbonate; In dichloromethane; at 25 ℃; for 6h;

DOI:10.1021/ja0552850

upstream raw materials:

(E)-4-phenylbut-3-enyl hydroxycarbamate

p-toluenesulfonyl chloride

(3E)-4-phenyl-3-buten-1-ol

Downstream raw materials:

(E)-(R)-(+)-3-(2'-phenyl-1'-ethylenyl)-2-oxazolidinone

(4S)-4-[(E)-2-phenylethenyl]-1,3-oxazolidin-2-one