N-(benzyloxycarbonyl)-(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine

Base Information

Chemical Name:N-(benzyloxycarbonyl)-(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine
CAS No.:207227-16-5
Molecular Formula:C₃₁H₃₉NO₃Si
Molecular Weight:501.741
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine

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Chemical Property of N-(benzyloxycarbonyl)-(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine

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Technology Process of N-(benzyloxycarbonyl)-(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine

There total 3 articles about N-(benzyloxycarbonyl)-(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine 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: 87.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 207227-14-3
(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine

: 207227-16-5
N-(benzyloxycarbonyl)-(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine

Guidance literature:: In toluene; for 24h; Ambient temperature;
DOI:10.1016/S0040-4039(98)00253-6

Reference yield:

: 87696-33-1
(S)-2-(O-tert-butyldiphenylsilyloxy)propanal

: 207227-16-5
N-(benzyloxycarbonyl)-(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / (Me₃Si)2NNa / tetrahydrofuran / 4 h / 0 °C

2: 83 percent / LiAlH₄ / diethyl ether / 2.5 h / Heating

3: 43 percent / Et₃N / tetrahydrofuran / 20 °C

With lithium aluminium tetrahydride; sodium hexamethyldisilazane; triethylamine; In tetrahydrofuran; diethyl ether; 1: Wittig olefination;
DOI:10.1016/S0957-4166(01)00064-7

Reference yield:

: 349544-17-8
(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenenitrile

: 207227-16-5
N-(benzyloxycarbonyl)-(4Z,6S)-6-[(tert-butyldiphenylsilyl)oxy]-4-heptenamine

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / LiAlH₄ / diethyl ether / 2.5 h / Heating

2: 43 percent / Et₃N / tetrahydrofuran / 20 °C

With lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; diethyl ether;
DOI:10.1016/S0957-4166(01)00064-7