(1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-methyl ester

Base Information

Chemical Name:(1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-methyl ester
CAS No.:695814-88-1
Molecular Formula:C₉H₁₃NO₄
Molecular Weight:199.207
Hs Code.:

Synonyms:(1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-methyl ester

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Technology Process of (1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-methyl ester

There total 1 articles about (1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-methyl 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: 87.0%

: 67-56-1
methanol

: 176199-48-7,176027-90-0,176199-49-8,177317-28-1,207553-80-8,597540-64-2
eglumetad

: 695814-88-1
(1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-methyl ester

Guidance literature:: With hydrogenchloride; for 5h;
DOI:10.1021/jm050235r

Reference yield:

: 695814-88-1
(1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-methyl ester

: 176199-48-7,176027-90-0,176199-49-8,177317-28-1,207553-80-8,597540-64-2
eglumetad

Guidance literature:: With sodium hydroxide; In tetrahydrofuran;
DOI:10.1016/S0040-4039(03)01316-9

Reference yield:

: 695814-88-1
(1S,2S,5R,6S)-2-Amino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid 6-methyl ester

: (1S,2S,5R,6S)-2-Amino-2-[(S)-1-carboxy-2-(4-hydroxy-phenyl)-ethylcarbamoyl]-bicyclo[3.1.0]hexane-6-carboxylic acid

Guidance literature:: Multi-step reaction with 3 steps

1: 75 percent / aq. K₂CO₃ / dioxane / 48 h / 20 °C

2: N-ethyl-N'-dimethylaminopropylcarbodiimide; (dimethylamino)pyridine; N-hydroxybenzotriazole / triethylamine / CH₂Cl₂ / 20 °C

3: aq. LiOH / tetrahydrofuran / 20 °C

With dmap; lithium hydroxide; potassium carbonate; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; 1,4-dioxane; dichloromethane;
DOI:10.1021/jm050235r