allyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester

Base Information

Chemical Name:allyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester
CAS No.:599156-27-1
Molecular Formula:C₂₄H₃₉NO₃Si
Molecular Weight:417.664
Hs Code.:

allyl-[2-(<i>tert</i>-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid <i>tert</i>-butyl ester

Synonyms:allyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester

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Chemical Property of allyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester

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Technology Process of allyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester

There total 7 articles about allyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester 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: 90.0%

: 106-95-6
allyl bromide

: 599156-26-0
[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester

: 599156-27-1
allyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 24h;
DOI:10.1016/S0040-4039(02)02772-7

Reference yield:

: 117049-14-6
tert-butyl N-[(1S)-2-hydroxy-1-phenylethyl]carbamate

: 599156-27-1
allyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: DMSO; (COCl)2; iPr₂NEt / CH₂Cl₂

2: tetrahydrofuran / 2 h / 20 °C

3: 90 percent / imidazole / CH₂Cl₂ / 24 h / 0 - 20 °C

4: 90 percent / NaH / dimethylformamide / 24 h / 0 - 20 °C

With 1H-imidazole; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Swern oxidation;
DOI:10.1016/S0040-4039(02)02772-7

Reference yield:

: 2935-35-5
(S)-2-phenylglycine

: 599156-27-1
allyl-[2-(tert-butyl-dimethyl-silanyloxy)-1-phenyl-but-3-enyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: AcCl

2: Et₃N / tetrahydrofuran / 8 h / 0 - 20 °C

3: 87 percent / LiCl; NaBH₄; EtOH / tetrahydrofuran / 12 h / 0 - 20 °C

4: DMSO; (COCl)2; iPr₂NEt / CH₂Cl₂

5: tetrahydrofuran / 2 h / 20 °C

6: 90 percent / imidazole / CH₂Cl₂ / 24 h / 0 - 20 °C

7: 90 percent / NaH / dimethylformamide / 24 h / 0 - 20 °C

With 1H-imidazole; sodium tetrahydroborate; oxalyl dichloride; ethanol; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 4: Swern oxidation;
DOI:10.1016/S0040-4039(02)02772-7