[(R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-1-[1,3]dithiolan-2-yl-propyl]-carbamic acid allyl ester

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Chemical Name:[(R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-1-[1,3]dithiolan-2-yl-propyl]-carbamic acid allyl ester
CAS No.:890022-47-6
Molecular Formula:C₂₆H₃₉N₃O₃S₂
Molecular Weight:505.746
Hs Code.:

Synonyms:[(R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-1-[1,3]dithiolan-2-yl-propyl]-carbamic acid allyl ester

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Chemical Property of [(R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-1-[1,3]dithiolan-2-yl-propyl]-carbamic acid allyl ester

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Technology Process of [(R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-1-[1,3]dithiolan-2-yl-propyl]-carbamic acid allyl ester

There total 5 articles about [(R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-1-[1,3]dithiolan-2-yl-propyl]-carbamic acid allyl 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: 73.0%

: 890022-45-4
(S)-1-((R)-3-Allyloxycarbonylamino-3-[1,3]dithiolan-2-yl-4-phenyl-butyl)-pyrrolidine-2-carboxylic acid

: 75-64-9
tert-butylamine

: 890022-47-6
[(R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-1-[1,3]dithiolan-2-yl-propyl]-carbamic acid allyl ester

Guidance literature:: With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 20 ℃;
DOI:10.1016/j.bmc.2006.01.031

Reference yield:

: 890022-42-1
(2S,4R)-4-Benzyl-4-(2-bromo-ethyl)-2-tert-butyl-5-oxo-oxazolidine-3-carboxylic acid allyl ester

: 890022-47-6
[(R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-1-[1,3]dithiolan-2-yl-propyl]-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / Et₃N / dimethylformamide / 72 h / 60 °C

2: 50 percent / LiAlH₄ / tetrahydrofuran / 48 h / -78 °C

3: 83 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 - 20 °C

4: 73 percent / HOBt; DCC / tetrahydrofuran / 0 - 20 °C

With lithium aluminium tetrahydride; boron trifluoride diethyl etherate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.01.031

Reference yield:

: 890022-44-3
4-benzyl-4-[2-(2-tert-butoxycarbonyl-pyrrolidin-1-yl)-ethyl]-2-tert-butyl-5-hydroxy-oxazolidine-3-carboxylic acid allyl ester

: 890022-47-6
[(R)-1-Benzyl-3-((S)-2-tert-butylcarbamoyl-pyrrolidin-1-yl)-1-[1,3]dithiolan-2-yl-propyl]-carbamic acid allyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / BF₃*OEt₂ / CH₂Cl₂ / 0 - 20 °C

2: 73 percent / HOBt; DCC / tetrahydrofuran / 0 - 20 °C

With boron trifluoride diethyl etherate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.bmc.2006.01.031