(1S,2S,4R,5R,6S)-2-Amino-4-methylbicyclo[3.1.0]hexane-2,6-dicarboxylicacid

Base Information

• Chemical Name: (1S,2S,4R,5R,6S)-2-Amino-4-methylbicyclo[3.1.0]hexane-2,6-dicarboxylicacid
• CAS No.: 852679-66-4
• Molecular Formula: C₉H₁₃NO₄
• Molecular Weight: 199.207
• Mol file: 852679-66-4.mol

Synonyms:

Chemical Property of (1S,2S,4R,5R,6S)-2-Amino-4-methylbicyclo[3.1.0]hexane-2,6-dicarboxylicacid

Chemical Property:

• Storage Temp.: Store at +4°C

Purity/Quality:

≥98% by HPLC ^*data from raw suppliers

(±)-LY395756 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (±)-LY 395756 is an agonist at mGlu2 receptors and an antagonist at mGlu3 receptors.

Technology Process of (1S,2S,4R,5R,6S)-2-Amino-4-methylbicyclo[3.1.0]hexane-2,6-dicarboxylicacid

There total 17 articles about (1S,2S,4R,5R,6S)-2-Amino-4-methylbicyclo[3.1.0]hexane-2,6-dicarboxylicacid 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: 98.0%

di-tert-butyl (1S,2S,4R,5R,6S)-2-tert-butoxycarbonylamino-4-methyl-bicyclo[3.1.0]hexane-2,6-dicarboxylate (1359762-15-4) → 1S,2S,4R,5R,6S-2-amino-4-methylbicyclo[3.1.0]hexane-2,6-dicarboxylate (852679-76-6,852679-66-4,191399-35-6)

Guidance literature:

With acetic acid; In water; at 160 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1016/j.tetlet.2012.01.033

Reference yield: 78.0%

(-)-ethyl-2-spiro-5-hydantoin-4-methylbicyclo[3.1.0]hexane 6-carboxylate → (-)-2-amino-4-methylbicyclo[3.1.0]hexane 2,6-dicarboxylic acid (852679-66-4,191399-35-6)

Guidance literature:

With sodium hydroxide; for 24h; Heating;

DOI:10.1021/jm040222y

Reference yield: 77.0%

di-tert-butyl (1S,2S,4S,5R,6S)-2-tert-butoxycarbonylamino-4-methyl-bicyclo[3.1.0]hexane-2,6-dicarboxylate (1379471-57-4) → (1S,2S,4S,5R,6S)-2-Amino-4-methyl-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid (1379471-55-2,852679-66-4,191399-35-6)

Guidance literature:

di-tert-butyl (1S,2S,4S,5R,6S)-2-tert-butoxycarbonylamino-4-methyl-bicyclo[3.1.0]hexane-2,6-dicarboxylate; With methanesulfonic acid; In water; acetone; at 60 ℃; for 16h;

With sodium hydroxide; pH=2;

DOI:10.1021/ol300516y

upstream raw materials:

(1S,2S,4S,5R,6S)-2-Amino-2-cyano-4-methyl-bicyclo[3.1.0]hexane-6-carboxylic acid ethyl ester

(+/-)-(1S,5R,6S)-ethyl 2-oxobicyclo[3.1.0]hexane-6-carboxylate

di-tert-butyl (1S,2S,4R,5R,6S)-2-tert-butoxycarbonylamino-4-methyl-bicyclo[3.1.0]hexane-2,6-dicarboxylate

di-tert-butyl (1S,2S,4S,5R,6S)-2-tert-butoxycarbonylamino-4-methyl-bicyclo[3.1.0]hexane-2,6-dicarboxylate