(1R,5R)-3-Cyano-4-((S)-1-methoxycarbonyl-ethylamino)-6-aza-bicyclo[3.2.1]oct-3-ene-6-carboxylic acid benzyl ester

Base Information

Chemical Name:(1R,5R)-3-Cyano-4-((S)-1-methoxycarbonyl-ethylamino)-6-aza-bicyclo[3.2.1]oct-3-ene-6-carboxylic acid benzyl ester
CAS No.:115648-73-2
Molecular Formula:C₂₀H₂₃N₃O₄
Molecular Weight:369.42
Hs Code.:

Synonyms:(1R,5R)-3-Cyano-4-((S)-1-methoxycarbonyl-ethylamino)-6-aza-bicyclo[3.2.1]oct-3-ene-6-carboxylic acid benzyl ester

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Chemical Property of (1R,5R)-3-Cyano-4-((S)-1-methoxycarbonyl-ethylamino)-6-aza-bicyclo[3.2.1]oct-3-ene-6-carboxylic acid benzyl ester

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Technology Process of (1R,5R)-3-Cyano-4-((S)-1-methoxycarbonyl-ethylamino)-6-aza-bicyclo[3.2.1]oct-3-ene-6-carboxylic acid benzyl ester

There total 12 articles about (1R,5R)-3-Cyano-4-((S)-1-methoxycarbonyl-ethylamino)-6-aza-bicyclo[3.2.1]oct-3-ene-6-carboxylic acid benzyl 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:

: 115545-74-9,115545-75-0
Cbz-4-(2-cyanoethyl)-Pro-OMe

: 115545-80-7,115648-73-2
methyl N-<4-<6-(benzyloxycarbonyl)-3-cyano-6-azabicyclo<3.2.1>oct-2-enyl>>-L-alaninate

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / t-BuOK / tetrahydrofuran / 0.75 h / Ambient temperature

2: 87 percent / (C₆H₅)3P, CCl₄ / CH₂Cl₂ / 30 h / 65 °C

3: dimethylsulfoxide / 7 h

4: diethyl ether; ethyl acetate / 0.17 h

With tetrachloromethane; potassium tert-butylate; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/jo00262a026

Reference yield:

: 117653-40-4
(2S,4S)-4-(Imidazole-1-carbothioyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

: 115545-80-7,115648-73-2
methyl N-<4-<6-(benzyloxycarbonyl)-3-cyano-6-azabicyclo<3.2.1>oct-2-enyl>>-L-alaninate

Guidance literature:: Multi-step reaction with 5 steps

1: 63 percent / n-Bu₃SnH / tetrahydrofuran / 10 h / Heating

2: 75 percent / t-BuOK / tetrahydrofuran / 0.75 h / Ambient temperature

3: 87 percent / (C₆H₅)3P, CCl₄ / CH₂Cl₂ / 30 h / 65 °C

4: dimethylsulfoxide / 7 h

5: diethyl ether; ethyl acetate / 0.17 h

With tetrachloromethane; potassium tert-butylate; tri-n-butyl-tin hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/jo00262a026

Reference yield:

: 57653-35-7
(2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylic acid 1-benzyl 2-methyl

: 115545-80-7,115648-73-2
methyl N-<4-<6-(benzyloxycarbonyl)-3-cyano-6-azabicyclo<3.2.1>oct-2-enyl>>-L-alaninate

Guidance literature:: Multi-step reaction with 6 steps

1: 75 percent / tetrahydrofuran / 1.) reflux, 3.5 h, 2.) 25 deg C, overnight

2: 63 percent / n-Bu₃SnH / tetrahydrofuran / 10 h / Heating

3: 75 percent / t-BuOK / tetrahydrofuran / 0.75 h / Ambient temperature

4: 87 percent / (C₆H₅)3P, CCl₄ / CH₂Cl₂ / 30 h / 65 °C

5: dimethylsulfoxide / 7 h

6: diethyl ether; ethyl acetate / 0.17 h

With tetrachloromethane; potassium tert-butylate; tri-n-butyl-tin hydride; triphenylphosphine; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate;
DOI:10.1021/jo00262a026