(3S,4S)-benzyl 3-(tert-butyldiphenylsilyloxy)-4-vinylpyrrolidine-1-carboxylate

Base Information

Chemical Name:(3S,4S)-benzyl 3-(tert-butyldiphenylsilyloxy)-4-vinylpyrrolidine-1-carboxylate
CAS No.:1269755-16-9
Molecular Formula:C₃₀H₃₅NO₃Si
Molecular Weight:485.698
Hs Code.:

Synonyms:(3S,4S)-benzyl 3-(tert-butyldiphenylsilyloxy)-4-vinylpyrrolidine-1-carboxylate

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Chemical Property of (3S,4S)-benzyl 3-(tert-butyldiphenylsilyloxy)-4-vinylpyrrolidine-1-carboxylate

Chemical Property:

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Technology Process of (3S,4S)-benzyl 3-(tert-butyldiphenylsilyloxy)-4-vinylpyrrolidine-1-carboxylate

There total 10 articles about (3S,4S)-benzyl 3-(tert-butyldiphenylsilyloxy)-4-vinylpyrrolidine-1-carboxylate 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:

: 1269755-15-8
(3S,4S)-benzyl 3-hydroxy-4-vinylpyrrolidine-1-carboxylate

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1269755-16-9
(3S,4S)-benzyl 3-(tert-butyldiphenylsilyloxy)-4-vinylpyrrolidine-1-carboxylate

Guidance literature:: With 1H-imidazole; In dichloromethane; at 20 ℃; for 18h;

Reference yield:

: 31970-04-4
1-carboxybenzyl-3-pyrrolidine

: 1269755-16-9
(3S,4S)-benzyl 3-(tert-butyldiphenylsilyloxy)-4-vinylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 18 h / 20 °C

1.2: 1 h / 20 °C

2.1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -40 °C

3.1: CHIRALPAK AD / n-heptane; ethanol; methanol / Resolution of racemate

4.1: tributylphosphine; diamide / benzene / 2 h / 60 °C

5.1: sodium hydroxide; water / tetrahydrofuran / 18 h / 60 °C

6.1: 1H-imidazole / dichloromethane / 18 h / 20 °C

With 1H-imidazole; copper(I) bromide dimethylsulfide complex; tributylphosphine; diamide; water; 3-chloro-benzenecarboperoxoic acid; sodium hydroxide; CHIRALPAK AD; In tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; benzene;

Reference yield:

: 31865-25-5
benzyl 6-oxa-3-azabicyclo[3.1.0]hexane-3-carboxylate

: 1269755-16-9
(3S,4S)-benzyl 3-(tert-butyldiphenylsilyloxy)-4-vinylpyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -40 °C

2: CHIRALPAK AD / n-heptane; ethanol; methanol / Resolution of racemate

3: tributylphosphine; diamide / benzene / 2 h / 60 °C

4: sodium hydroxide; water / tetrahydrofuran / 18 h / 60 °C

5: 1H-imidazole / dichloromethane / 18 h / 20 °C

With 1H-imidazole; copper(I) bromide dimethylsulfide complex; tributylphosphine; diamide; water; sodium hydroxide; CHIRALPAK AD; In tetrahydrofuran; methanol; ethanol; n-heptane; dichloromethane; benzene;