(1r,2s,5s)-6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid methyl ester

Base Information

• Chemical Name: (1r,2s,5s)-6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid methyl ester
• CAS No.: 672325-23-4
• Molecular Formula: C9H15NO2
• Molecular Weight: 169.22
• UNII: QU2L2336K5
• DSSTox Substance ID: DTXSID30459426
• Nikkaji Number: J2.382.457D
• Wikidata: Q72490240
• Mol file: 672325-23-4.mol

Synonyms:672325-23-4;(1r,2s,5s)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid methyl ester;methyl (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate;QU2L2336K5;UNII-QU2L2336K5;Methyl (1R,2S,5S)-6,6-dimethyl-3-azabicyclo(3.1.0)hexane-2-carboxylate;3-Azabicyclo(3.1.0)hexane-2-carboxylic acid, 6,6-dimethyl-, methyl ester, (1R,2S,5S)-;(1R,2S,5S)-methyl 6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate;3-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 6,6-dimethyl-, methyl ester, (1R,2S,5S)-;SCHEMBL2055326;DTXSID30459426;KCIDWDVSBWPHLH-ACZMJKKPSA-N;AKOS032949609;CS-0254973;EN300-6764188;methyl (1r,2s,5s)-6,6-dimethyl-3-azabicyclo [3.1.0]hexane-2-carboxylate;(1beta,5beta)-6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2beta-carboxylic acid methyl ester;3-Azabicyclo[3.1.0]hexane-2-carboxylic acid, 6,6-dimethyl-, methyl ester, (1R,2S,5S)

Chemical Property of (1r,2s,5s)-6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid methyl ester

Chemical Property:

• Boiling Point: 210℃
• PKA: 9.40±0.60(Predicted)
• Flash Point: 81℃
• PSA: 38.33000
• Density: 1.060
• LogP: 0.73220
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 169.110278721
• Heavy Atom Count: 12
• Complexity: 225

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2C1C(NC2)C(=O)OC)C
• Isomeric SMILES: CC1([C@@H]2[C@H]1[C@H](NC2)C(=O)OC)C

Technology Process of (1r,2s,5s)-6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid methyl ester

There total 5 articles about (1r,2s,5s)-6,6-Dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid 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:

3-benzyl-2-methyl-(1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2,3-dicarboxylate → (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate methyl ester (672325-23-4,672325-96-1)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; under 4137.29 Torr; Product distribution / selectivity;

Reference yield:

methanol (67-56-1) + (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid (911835-76-2) → (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate methyl ester (672325-23-4,672325-96-1)

Guidance literature:

With thionyl chloride; at 0 - 35 ℃; for 4h;

Reference yield:

methanol (67-56-1) + (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carbonitrile (1037559-82-2) → (1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylate methyl ester (672325-23-4,672325-96-1)

Guidance literature:

With hydrogenchloride; In CPME; at 5 - 50 ℃; for 5h;

DOI:10.1021/ja3010495

upstream raw materials:

methanol

(1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carboxylic acid

(1R,2S,5S)-6,6-dimethyl-3-azabicyclo[3.1.0]hexane-2-carbonitrile

6,6-dimethyl-3-azabicyclo[3.1.0]hexane

Downstream raw materials:

(1R,2S,5S)-3-((S)-2-tert-Butoxycarbonylamino-3,3-dimethyl-butyryl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-2-carboxylic acid methyl ester

(1R,2S,5S)-3-((S)-2-tert-Butoxycarbonylamino-2-cyclohexyl-acetyl)-6,6-dimethyl-3-aza-bicyclo[3.1.0]hexane-2-carboxylic acid methyl ester

C₂₃H₃₈N₂O₅