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

Base Information

• Chemical Name: Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-6-fluoro-, (1R,2S,5R,6S)-rel- (9CI)
• CAS No.: 260353-64-8
• Molecular Formula: C₈H₁₀FNO₄
• Molecular Weight: 203.17
• Mol file: 260353-64-8.mol

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

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

Chemical Property:

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-6-fluoro-, (1R,2S,5R,6S)-rel- (9CI)

There total 9 articles about Bicyclo[3.1.0]hexane-2,6-dicarboxylic acid, 2-amino-6-fluoro-, (1R,2S,5R,6S)-rel- (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: 85.0%

(1R,2S,5R,6R)-diethyl-2-(2'R-tert-butoxycarbonylamino-propionylamino)-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylate (635318-09-1) → (1R,5R,6R)-2-Amino-4-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (260353-63-7,260353-64-8,260353-65-9,321903-59-7)

Guidance literature:

(1R,2S,5R,6R)-diethyl-2-(2'R-tert-butoxycarbonylamino-propionylamino)-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylate; With hydrogenchloride; In water; Heating / reflux;

With methyloxirane; In methanol; at 20 ℃;

Reference yield: 78.0%

(1S,2R,5S,6S,2'R)-diethyl-2-(2'-tert-butoxycarbonylaminopropionylamino)-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylate (635318-21-7) → (1S,2R,5S,6S)-2-amino-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (260353-63-7,260353-64-8,260353-65-9,321903-59-7)

Guidance literature:

(1S,2R,5S,6S,2'R)-diethyl-2-(2'-tert-butoxycarbonylaminopropionylamino)-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylate; With hydrogenchloride; In water; Heating / reflux;

With methyloxirane; In methanol; at 20 ℃;

Reference yield: 73.0%

(1R,2S,5R,6R)-2-spiro-5'-hydantoin-6-fluorobicyclo[3.1.0]hexane-6-carboxylic acid (260353-83-1) → (1R,5R,6R)-2-Amino-4-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (260353-63-7,260353-64-8,260353-65-9,321903-59-7)

Guidance literature:

With 60percent aq. H₂SO₄; at 140 ℃; for 144h;

DOI:10.1021/jm000346k

upstream raw materials:

(1S,2R,5S,6S)-2-spiro-5'-hydantoin-6-fluorobicyclo[3.1.0]hexane-6-carboxylic acid

(1S,5S,6S)-6-Fluoro-2-oxo-bicyclo[3.1.0]hexane-6-carboxylic acid

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

(1S,2R,5S,6S,2'R)-diethyl-2-(2'-tert-butoxycarbonylaminopropionylamino)-6-fluoro-bicyclo[3.1.0]hexane-2,6-dicarboxylate