(S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate

Base Information

Chemical Name:(S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate
CAS No.:1335000-82-2
Molecular Formula:C₂₉H₄₁NO₅Si
Molecular Weight:511.734
Hs Code.:

Synonyms:(S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate

Suppliers and Price of (S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate

Chemical Property:

Purity/Quality:

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Technology Process of (S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate

There total 4 articles about (S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate 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:

: 5-tert-butoxycarbonylamino-6-hydroxy-hex-2-enoic acid ethyl ester

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1335000-82-2
(S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 0 ℃; for 4h;
DOI:10.1016/j.tetasy.2011.06.018

Reference yield:

: 905718-71-0
(S,E)-tert-butyl-4-(4-ethoxy-4-oxobut-2-enyl)-2,2-dimethyloxazolidine-3-carboxylate

: 1335000-82-2
(S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol / 1 h / 20 °C

1.2: 0.5 h

2.1: 1H-imidazole / dichloromethane / 4 h / 0 °C

With 1H-imidazole; methanol; In dichloromethane;
DOI:10.1016/j.tetasy.2011.06.018

Reference yield:

: 147959-18-0
(4S)-2,2-dimethyl-4-(2-hydroxyethyl)oxazolidine-3-carboxylic acid tert-butyl ester

: 1335000-82-2
(S,E)-ethyl 5-(tert-butoxycarbonylamino)-6-(tert-butyldiphenylsilyloxy)hex-2-enoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 0.75 h / -78 - -60 °C

1.2: 1 h / -78 - 20 °C

2.1: tetrahydrofuran / 12 h / Reflux

3.1: methanol / 1 h / 20 °C

3.2: 0.5 h

4.1: 1H-imidazole / dichloromethane / 4 h / 0 °C

With 1H-imidazole; methanol; oxalyl dichloride; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation / 1.2: Swern oxidation / 2.1: Wittig reaction;
DOI:10.1016/j.tetasy.2011.06.018