1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate

Base Information

• Chemical Name: 1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate
• CAS No.: 433732-83-3
• Molecular Formula: C₁₈H₂₇NO₄S
• Molecular Weight: 353.483
• Mol file: 433732-83-3.mol

Synonyms:1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate

Chemical Property of 1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate

There total 2 articles about 1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate 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: 98.0%

(E)-3-hexen-1-ol (928-97-2) + N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide (18303-04-3) → 1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate (433732-83-3)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 ℃;

DOI:10.1016/j.tet.2005.11.083

Reference yield:

3-hexyn-1-ol (1002-28-4) → 1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate (433732-83-3)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran; toluene / 48 h / Heating

2: DEAD, PPh₃ / tetrahydrofuran / 20 °C

With lithium aluminium tetrahydride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; toluene;

DOI:10.1039/cc9960000915

Reference yield: 58.0%

1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate (433732-83-3) → 1,1-dimethylethyl (2R*,3S*)-3-iodo-2-(2-{[(4-methylphenyl)sulfonyl]amino}ethyl)pentanoate

Guidance literature:

1,1-dimethylethyl (E)-3-hexenyl[(4-methylphenyl)sulfonyl]carbamate; With n-butyllithium; zirconocene dichloride; In tetrahydrofuran; hexane; at 20 ℃; for 3h;

With iodine; In tetrahydrofuran; hexane; at -20 ℃; for 1h; Further stages.;

DOI:10.1021/ol025709k

upstream raw materials:

(E)-3-hexen-1-ol

N-[(tert-butoxy)carbonyl]-4-methylbenzenesulfonamide

3-hexyn-1-ol

Downstream raw materials:

N-[(3E)-hex-3-en-1-yl](4-methylphenyl)sulfonamide

5-(but-1-enyl)-1-(p-toluenesulfonyl)-2,3-dihydro-1H-pyrrole

(E)-N-formyl-N-(hex-3-enyl)-p-toluenesulfonamide

(E)-N-ethynyl-N-(hex-3-enyl)-p-toluenesulfonamide