(1S,6R)-8-Boc-3,8-diazabicyclo[4.2.0]octane

Base Information

• Chemical Name: (1S,6R)-8-Boc-3,8-diazabicyclo[4.2.0]octane
• CAS No.: 851526-80-2
• Molecular Formula: C11H20N2O2
• Molecular Weight: 212.292
• DSSTox Substance ID: DTXSID20582691
• Wikidata: Q82474194
• Mol file: 851526-80-2.mol

Synonyms:851526-80-2;(1S,6R)-8-Boc-3,8-diazabicyclo[4.2.0]octane;(1S,6R)-TERT-BUTYL 3,8-DIAZABICYCLO[4.2.0]OCTANE-8-CARBOXYLATE;tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-8-carboxylate;(1s,6r)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester;MFCD18375267;SCHEMBL927343;DTXSID20582691;AKOS015903919;GS-5506;AM804407;CS-0048663;(1S,6R)-3,8-Diazabicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester;(1S,6R)-TERT-BUTYL3,8-DIAZABICYCLO[4.2.0]OCTANE-8-CARBOXYLATE

Chemical Property of (1S,6R)-8-Boc-3,8-diazabicyclo[4.2.0]octane

Chemical Property:

• Boiling Point: 295.4±13.0 °C(Predicted)
• PKA: 10.74±0.20(Predicted)
• PSA: 41.57000
• Density: 1.076±0.06 g/cm3(Predicted)
• LogP: 1.48190
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 212.152477885
• Heavy Atom Count: 15
• Complexity: 260

Purity/Quality:

97% ^*data from raw suppliers

(1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylicacidtert-butylester 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC2C1CNCC2
• Isomeric SMILES: CC(C)(C)OC(=O)N1C[C@@H]2[C@H]1CNCC2

Technology Process of (1S,6R)-8-Boc-3,8-diazabicyclo[4.2.0]octane

There total 11 articles about (1S,6R)-8-Boc-3,8-diazabicyclo[4.2.0]octane 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%

(1S,6R)-3-(2,2,2-trifluoro-acetyl)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester (923957-49-7) → (1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester (851526-80-2,370881-00-8)

Guidance literature:

With potassium carbonate; In methanol; water; at 20 ℃; for 16h;

DOI:10.1021/jm060846z

Reference yield:

8-(1-phenyl-ethyl)-3,8-diaza-bicyclo[4.2.0]octane → (1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester (851526-80-2,370881-00-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / triethylamine / tetrahydrofuran / 1.5 h / -30 - -10 °C

2: 100 percent / H₂ / Pd(OH)2/C / ethyl acetate / 16.5 h / 50 °C / 3102.89 Torr

3: 98 percent / K₂CO₃ / methanol; H₂O / 16 h / 20 °C

With hydrogen; potassium carbonate; triethylamine; palladium dihydroxide; In tetrahydrofuran; methanol; water; ethyl acetate;

DOI:10.1021/jm060846z

Reference yield:

(1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester (923956-64-3) → (1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester (851526-80-2,370881-00-8)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid / CH₂Cl₂ / 1 h / 20 °C

2: 100 percent / triethylamine / tetrahydrofuran / 1.5 h / -30 - -10 °C

3: 100 percent / H₂ / Pd(OH)2/C / ethyl acetate / 16.5 h / 50 °C / 3102.89 Torr

4: 98 percent / K₂CO₃ / methanol; H₂O / 16 h / 20 °C

With hydrogen; potassium carbonate; triethylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate;

DOI:10.1021/jm060846z

upstream raw materials:

(1S,6R)-3-(2,2,2-trifluoro-acetyl)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester

(1S,6R)-8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

(1S,6R)-2,2,2-trifluoro-1-[8[(1R)-1-phenyl-ethyl]-3,8-diaza-bicyclo[4.2.0]oct-3-yl]-ethanone

(3S,4S)-4-hydroxymethyl-3-[(1R)-1-phenyl-ethylamino]-piperidine-1-carboxylic acid tert-butyl ester

Downstream raw materials:

(1S,6R)-3-(6-chloro-5-methyl-pyridin-3-yl)-3,8-diaza-bicyclo[4.2.0]octane-8-carboxylic acid tert-butyl ester