Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1S,2S,5R,6R)- (9CI)

Base Information

• Chemical Name: Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1S,2S,5R,6R)- (9CI)
• CAS No.: 597540-64-2
• Molecular Formula: C8H11NO4
• Molecular Weight: 185.17724
• Mol file: 597540-64-2.mol

Synonyms:Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1S,2S,5R,6R)- (9CI)

Chemical Property of Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1S,2S,5R,6R)- (9CI)

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1S,2S,5R,6R)- (9CI)

There total 38 articles about Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-, (1S,2S,5R,6R)- (9CI) 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: 86.0%

(-)-bicyclo[3.1.0]hexane-6-carboxylate-2-spiro-5'-hydantoin → (+)-2-aminobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (176027-90-0,176199-49-8,177317-28-1,207553-80-8,597540-64-2)

Guidance literature:

With sodium hydroxide; for 28h; Heating;

DOI:10.1021/jm9606756

Reference yield: 85.0%

(1S,2S,5R,6S)-ethyl 2-spirohydantoin-bicyclo[3.1.0]hexane-6-carboxylate (188885-88-3) → eglumetad (176199-48-7,176027-90-0,176199-49-8,177317-28-1,207553-80-8,597540-64-2)

Guidance literature:

(1S,2S,5R,6S)-ethyl 2-spirohydantoin-bicyclo[3.1.0]hexane-6-carboxylate; With sodium hydroxide; for 28h; Reflux;

With hydrogenchloride; In water; at 0 - 20 ℃; for 3h; pH=3;

DOI:10.1016/j.tetasy.2010.04.051

Reference yield: 64.0%

(1S,2S,5R,6S)-2-Acetylamino-bicyclo[3.1.0]hexane-2,6-dicarboxylic acid dimethyl ester (219762-29-5) → eglumetad (176199-48-7,176027-90-0,176199-49-8,177317-28-1,207553-80-8,597540-64-2)

Guidance literature:

With hydrogenchloride; Dowex 50WX₈-100; Heating;

DOI:10.1016/S0040-4039(98)02092-9

upstream raw materials:

cyclopent-2-enone

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

(1S,2S,5R,6S)-ethyl 2-spirohydantoin-bicyclo[3.1.0]hexane-6-carboxylate

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