tert-butyl 2-(((2S,3R)-3-acetoxy-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl) carbamoyl)-2-((benzyloxy)methyl)pyrrolidine-1-carboxylate

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Chemical Name:tert-butyl 2-(((2S,3R)-3-acetoxy-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl) carbamoyl)-2-((benzyloxy)methyl)pyrrolidine-1-carboxylate
CAS No.:1621435-21-9
Molecular Formula:C₂₈H₄₁N₃O₇
Molecular Weight:531.649
Hs Code.:

Synonyms:tert-butyl 2-(((2S,3R)-3-acetoxy-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl) carbamoyl)-2-((benzyloxy)methyl)pyrrolidine-1-carboxylate

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Chemical Property of tert-butyl 2-(((2S,3R)-3-acetoxy-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl) carbamoyl)-2-((benzyloxy)methyl)pyrrolidine-1-carboxylate

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Technology Process of tert-butyl 2-(((2S,3R)-3-acetoxy-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl) carbamoyl)-2-((benzyloxy)methyl)pyrrolidine-1-carboxylate

There total 6 articles about tert-butyl 2-(((2S,3R)-3-acetoxy-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl) carbamoyl)-2-((benzyloxy)methyl)pyrrolidine-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: 38.0%

: 1194030-71-1
2-((benzyloxy)methyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

: 1621435-20-8
C₁₀H₁₈N₂O₃*ClH

: 1621435-21-9
tert-butyl 2-(((2S,3R)-3-acetoxy-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl) carbamoyl)-2-((benzyloxy)methyl)pyrrolidine-1-carboxylate

Guidance literature:: C₁₀H₁₈N₂O₃*ClH; With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 ℃; for 0.0833333h;

2-((benzyloxy)methyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield:

: 147-85-3,25191-13-3,37159-97-0,4305-67-3,4607-28-7
L-proline

: 1621435-21-9
tert-butyl 2-(((2S,3R)-3-acetoxy-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl) carbamoyl)-2-((benzyloxy)methyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: thionyl chloride / 0 °C / Reflux

2.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

3.2: 2 h / -78 - -20 °C

4.1: sodium hydroxide / water; methanol / 4 h / Reflux

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.08 h / 0 °C

5.2: 16 h / 20 °C

With thionyl chloride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water;

Reference yield:

: 59936-29-7
(S)-N-(tert-butoxycarbonyl)proline methyl ester

: 1621435-21-9
tert-butyl 2-(((2S,3R)-3-acetoxy-1-oxo-1-(pyrrolidin-1-yl)butan-2-yl) carbamoyl)-2-((benzyloxy)methyl)pyrrolidine-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C

1.2: 2 h / -78 - -20 °C

2.1: sodium hydroxide / water; methanol / 4 h / Reflux

3.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 0.08 h / 0 °C

3.2: 16 h / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; sodium hydroxide; lithium hexamethyldisilazane; In tetrahydrofuran; methanol; dichloromethane; water;