(1S,3R,4R)-3-(4',5'-dihydro-5'(S)-benzyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl ester

Base Information

Chemical Name:(1S,3R,4R)-3-(4',5'-dihydro-5'(S)-benzyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl ester
CAS No.:700867-48-7
Molecular Formula:C₂₄H₂₅N₃O₅
Molecular Weight:435.48
Hs Code.:

Synonyms:(1S,3R,4R)-3-(4',5'-dihydro-5'(S)-benzyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl ester

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Chemical Property of (1S,3R,4R)-3-(4',5'-dihydro-5'(S)-benzyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl ester

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Technology Process of (1S,3R,4R)-3-(4',5'-dihydro-5'(S)-benzyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl ester

There total 4 articles about (1S,3R,4R)-3-(4',5'-dihydro-5'(S)-benzyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl 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: 78.0%

: 700867-44-3
(1S,3R,4R)-3-(2'-hydroxy-1'(S)-benzyl-ethylcarbamoyl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl ester

: 700867-48-7
(1S,3R,4R)-3-(4',5'-dihydro-5'(S)-benzyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl ester

Guidance literature:: With methanesulfonyl chloride; triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1016/j.tet.2004.01.102

Reference yield:

: 171754-03-3,171754-02-2
(1S,3R,4R)-2-aza-bicyclo-[2.2.1]-heptane-3-carboxylic acid

: 700867-48-7
(1S,3R,4R)-3-(4',5'-dihydro-5'(S)-benzyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / NaOH / H₂O; dioxane / 20 °C

2: 76 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide; 1-hydroxybenzotriazole / CH₂Cl₂ / 0 - 20 °C

3: 78 percent / Et₃N; CH₃SO₂Cl / CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; benzotriazol-1-ol; methanesulfonyl chloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; dichloromethane; water;
DOI:10.1016/j.tet.2004.01.102

Reference yield:

: 4457-32-3
4-nitrobenzyl chloroformate

: 700867-48-7
(1S,3R,4R)-3-(4',5'-dihydro-5'(S)-benzyl-1',3'-oxazol-2'-yl)-2-aza-bicyclo-[2.2.1]-heptane-2-N-carboxylic acid p-nitrobenzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 86 percent / NaOH / H₂O; dioxane / 20 °C

2: 76 percent / N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide; 1-hydroxybenzotriazole / CH₂Cl₂ / 0 - 20 °C

3: 78 percent / Et₃N; CH₃SO₂Cl / CH₂Cl₂ / 0 - 20 °C

With sodium hydroxide; benzotriazol-1-ol; methanesulfonyl chloride; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In 1,4-dioxane; dichloromethane; water;
DOI:10.1016/j.tet.2004.01.102