(S,E)-7-benzyl 1-(tert-butyl) 6-(bis((tert-butoxy)carbonylamino))hept-2-enedioate

Base Information

Chemical Name:(S,E)-7-benzyl 1-(tert-butyl) 6-(bis((tert-butoxy)carbonylamino))hept-2-enedioate
CAS No.:1370623-34-9
Molecular Formula:C₂₈H₄₁NO₈
Molecular Weight:519.635
Hs Code.:

Synonyms:(S,E)-7-benzyl 1-(tert-butyl) 6-(bis((tert-butoxy)carbonylamino))hept-2-enedioate

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Chemical Property of (S,E)-7-benzyl 1-(tert-butyl) 6-(bis((tert-butoxy)carbonylamino))hept-2-enedioate

Chemical Property:

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Technology Process of (S,E)-7-benzyl 1-(tert-butyl) 6-(bis((tert-butoxy)carbonylamino))hept-2-enedioate

There total 5 articles about (S,E)-7-benzyl 1-(tert-butyl) 6-(bis((tert-butoxy)carbonylamino))hept-2-enedioate 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: 84.0%

: 107-59-5
tert-Butyl chloroacetate

: 1138018-25-3
2-(S)-[bis(tert-butoxycarbonyl)amino]-5-oxo-pentanoic acid benzyl ester

: 1370623-34-9
(S,E)-7-benzyl 1-(tert-butyl) 6-(bis((tert-butoxy)carbonylamino))hept-2-enedioate

Guidance literature:: tert-Butyl chloroacetate; With triphenylphosphine; sodium hydroxide; In water; toluene; at 20 ℃; for 1h;

2-(S)-[bis(tert-butoxycarbonyl)amino]-5-oxo-pentanoic acid benzyl ester; In dichloromethane; at 20 ℃;
DOI:10.1002/ejoc.201101757

Reference yield:

: 1138018-24-2
(S)-1-benzyl 5-methyl 2-(bis((tert-butoxy)carbonylamino))pentanedioate

: 1370623-34-9
(S,E)-7-benzyl 1-(tert-butyl) 6-(bis((tert-butoxy)carbonylamino))hept-2-enedioate

Guidance literature:: Multi-step reaction with 2 steps

1.1: diisobutylaluminium hydride / toluene / 4 h / -78 °C / Inert atmosphere; Cooling with acetone-dry ice

2.1: triphenylphosphine; sodium hydroxide / water; toluene / 1 h / 20 °C

2.2: 20 °C

With diisobutylaluminium hydride; triphenylphosphine; sodium hydroxide; In water; toluene; 2.1: Wittig reaction;
DOI:10.1002/ejoc.201101757

Reference yield:

: 132245-78-4
(S)-2-tert-butoxycarbonylaminopentanedioic acid 1-benzyl ester 5-methyl ester

: 1370623-34-9
(S,E)-7-benzyl 1-(tert-butyl) 6-(bis((tert-butoxy)carbonylamino))hept-2-enedioate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap / acetonitrile / 20 °C / Inert atmosphere

2.1: diisobutylaluminium hydride / toluene / 4 h / -78 °C / Inert atmosphere; Cooling with acetone-dry ice

3.1: triphenylphosphine; sodium hydroxide / water; toluene / 1 h / 20 °C

3.2: 20 °C

With dmap; diisobutylaluminium hydride; triphenylphosphine; sodium hydroxide; In water; toluene; acetonitrile; 3.1: Wittig reaction;
DOI:10.1002/ejoc.201101757