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

Base Information

• Chemical Name: (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid
• CAS No.: 197142-34-0
• Molecular Formula: C11H17NO4
• Molecular Weight: 227.26
• European Community (EC) Number: 815-186-6
• DSSTox Substance ID: DTXSID50452191
• Nikkaji Number: J3.260.309B
• Wikidata: Q76416463
• Mol file: 197142-34-0.mol

Synonyms:197142-34-0;(1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid;(1R,3S,5R)-2-[(tert-butoxy)carbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxylic acid;(1r,3s,5r)-2-boc-2-azabicyclo[3.1.0]hexane-3-carboxylic acid;(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo-[3.1.0]hexane-3-carboxylic acid;(1R,3S,5R)-2-[(2-methylpropan-2-yl)oxycarbonyl]-2-azabicyclo[3.1.0]hexane-3-carboxylic acid;N-Boc-L-trans-4,5-Methanoproline;MFCD08691405;SCHEMBL387137;DTXSID50452191;VXIIZQXOIDYWBS-PRJMDXOYSA-N;AMY34337;XHA14234;AKOS009164585;CS-W018696;(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylicacid;AS-19238;EN300-29937;Z228589612;(1R,3S,5R)-2-aza-bicyclo[3.1.0]hexane-2,3-dicarboxylic acid 2-tert-butyl ester;(1R,3S,5R)-2-azabicyclo[3.1.0]hexane-2,3-dicarboxylic acid 2-tert-butyl ester;4beta,5beta-Methanopyrrolidine-1,2alpha-dicarboxylic acid 1-tert-butyl ester

Chemical Property of (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

Chemical Property:

• Boiling Point: 355.9±25.0 °C(Predicted)
• PKA: 4.03±0.20(Predicted)
• PSA: 66.84000
• Density: 1.276±0.06 g/cm3(Predicted)
• LogP: 1.40680
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 227.11575802
• Heavy Atom Count: 16
• Complexity: 333

Purity/Quality:

99%, ^*data from raw suppliers

(1R,3S,5R)-2-(tert-Butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C2CC2CC1C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N1[C@@H]2C[C@@H]2C[C@H]1C(=O)O
• Uses: N-Boc-L-trans-4,5-Methanoproline?belongs to carboxylic acid derivatives and can be used as pharmaceutical intermediates.

Technology Process of (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

There total 15 articles about (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid 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: 79.0%

di-tert-butyl dicarbonate (24424-99-5) + D-cis-4,5-methanoprolineamide methanesulfonic acid salt (1312338-82-1) → (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid (197142-34-0)

Guidance literature:

D-cis-4,5-methanoprolineamide methanesulfonic acid salt; With sodium ethanolate; In ethanol; isopropyl alcohol; at 50 ℃; for 1h;

With water; In ethanol; isopropyl alcohol; at 60 ℃; for 18h;

di-tert-butyl dicarbonate; In ethanol; water; isopropyl alcohol;

Reference yield: 75.0%

3-hydroxymethyl-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester (197142-33-9) → (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid (197142-34-0)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; acetonitrile;

DOI:10.1002/anie.199718811

Reference yield: 59.0%

(3S)-3-((tert-butyldiphenylsilyloxy)methyl)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane (1208008-34-7) → tert-butyl 3-oxo-2-azabicyclo[3.1.0]hexane-2-carboxylate + (1R,3S,5R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid (197142-34-0)

Guidance literature:

With sodium periodate; ruthenium trichloride; In tetrachloromethane; water; acetonitrile; for 1.25h;

upstream raw materials:

3-hydroxymethyl-2-azabicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

(S)-tert-butyl 2-((tert-butyldiphenylsilyloxy)methyl)-5-oxopyrrolidine-1-carboxylate

3-(tert-butyldiphenylsilanyloxymethyl)-2-azabicyclo[3.1.0]-hexane-2-carboxylic acid tert-butyl ester

(3S)-3-((tert-butyldiphenylsilyloxy)methyl)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane

Downstream raw materials:

L-trans-4,5-methanoprolineamide TFA salt

C₁₉H₂₂BrNO₅

C₁₈H₂₂BrNO₅

(1R,3S,5R)-tert-butyl 3-(5-(4-bromophenyl)-1H-imidazol-2-yl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 197142-34-0 N-Boc-L-trans-4,5-methanoproline

Send

Send

Metric Ton KG G Pound L ML

Send

Send