(2S,5S)-1-benzyloxycarbonyl-4-methoxycarbonylmethyl-3-oxo-1,4-diazabicyclo<2.2.1>heptane

Base Information

Chemical Name:(2S,5S)-1-benzyloxycarbonyl-4-methoxycarbonylmethyl-3-oxo-1,4-diazabicyclo<2.2.1>heptane
CAS No.:224321-06-6
Molecular Formula:C₁₆H₁₈N₂O₅
Molecular Weight:318.329
Hs Code.:

Synonyms:(2S,5S)-1-benzyloxycarbonyl-4-methoxycarbonylmethyl-3-oxo-1,4-diazabicyclo<2.2.1>heptane

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Chemical Property of (2S,5S)-1-benzyloxycarbonyl-4-methoxycarbonylmethyl-3-oxo-1,4-diazabicyclo<2.2.1>heptane

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Technology Process of (2S,5S)-1-benzyloxycarbonyl-4-methoxycarbonylmethyl-3-oxo-1,4-diazabicyclo<2.2.1>heptane

There total 5 articles about (2S,5S)-1-benzyloxycarbonyl-4-methoxycarbonylmethyl-3-oxo-1,4-diazabicyclo<2.2.1>heptane 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:

: 64187-47-9
1-benzyloxycarbonyl-4-keto-L-proline

: 224321-06-6
(2S,5S)-1-benzyloxycarbonyl-4-methoxycarbonylmethyl-3-oxo-1,4-diazabicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / 70 percent HClO₄ / 28 h / 11 °C

2: 1.) 1 N NaOH, 2.) NaBH₃CN / 1.) MeOH, 17 deg C, 30 min, 2.) MeOH, 17 deg C, 80 min

3: TFA / 0.33 h / Ambient temperature

4: Et₃N, dicyclohexylcarbodiimide / CH₂Cl₂ / 20 h / Ambient temperature

With sodium hydroxide; perchloric acid; sodium cyanoborohydride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

Reference yield:

: (2S,4S)-4-(Methoxycarbonylmethyl-amino)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

: 224321-06-6
(2S,5S)-1-benzyloxycarbonyl-4-methoxycarbonylmethyl-3-oxo-1,4-diazabicyclo<2.2.1>heptane

Guidance literature:: With triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; for 20h; Yield given; Ambient temperature;

Reference yield:

: 147489-27-8
(2S)-4-oxo-1-phenylmethoxycarbonylpyrrolidine-2-carboxylic acid tert-butyl ester

: 224321-06-6
(2S,5S)-1-benzyloxycarbonyl-4-methoxycarbonylmethyl-3-oxo-1,4-diazabicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) 1 N NaOH, 2.) NaBH₃CN / 1.) MeOH, 17 deg C, 30 min, 2.) MeOH, 17 deg C, 80 min

2: TFA / 0.33 h / Ambient temperature

3: Et₃N, dicyclohexylcarbodiimide / CH₂Cl₂ / 20 h / Ambient temperature

With sodium hydroxide; sodium cyanoborohydride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;