(2S,5R)-1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(2S,5R)-1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylic acid
CAS No.:153242-42-3
Molecular Formula:C₁₈H₂₄N₂O₅
Molecular Weight:348.399
Hs Code.:

Synonyms:(2S,5R)-1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylic acid

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Chemical Property of (2S,5R)-1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylic acid

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Technology Process of (2S,5R)-1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylic acid

There total 6 articles about (2S,5R)-1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylic acid 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: 60.0%

: 153242-43-4
(2S,5R)-methyl 1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylate

: 153242-42-3
(2S,5R)-1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylic acid

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; for 12h; Ambient temperature;
DOI:10.1016/S0957-4166(00)86178-9

Reference yield:

: 4530-20-5
BOC-glycine

: 153242-42-3
(2S,5R)-1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / DCC / acetonitrile / 12 h / Ambient temperature

2: 60 percent / aq. NaOH / dioxane / 12 h / Ambient temperature

With sodium hydroxide; dicyclohexyl-carbodiimide; In 1,4-dioxane; acetonitrile;
DOI:10.1016/S0957-4166(00)86178-9

Reference yield:

: 185385-13-1
1-carbomethoxy-5-methoxy-L-proline methyl ester

: 153242-42-3
(2S,5R)-1-<2-(tert-butoxycarbonylamino)-1-oxo-ethyl>-5-phenyl-pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 34 percent / AlCl₃ / 6 h / Ambient temperature

2: 26 percent / Me₃SiI / CHCl₃ / 18 h / Heating

3: 89 percent / DCC / acetonitrile / 12 h / Ambient temperature

4: 60 percent / aq. NaOH / dioxane / 12 h / Ambient temperature

With sodium hydroxide; aluminium trichloride; trimethylsilyl iodide; dicyclohexyl-carbodiimide; In 1,4-dioxane; chloroform; acetonitrile;
DOI:10.1016/S0957-4166(00)86178-9