tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate

Base Information

• Chemical Name: tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate
• CAS No.: 370881-96-2
• Molecular Formula: C11H20N2O2
• Molecular Weight: 212.292
• Hs Code.: 2933998090
• Mol file: 370881-96-2.mol

Synonyms:tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate;(1S,6R)-3-Boc-3,8-diazabicyclo[4.2.0]octane;(1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester;(1S,6R)-tert-Butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate;(1S,6R)-3,8-Diazabicyclo[4.2.0]octane-3-carboxylic acid 1,1-dimethylethyl ester

Chemical Property of tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate

Chemical Property:

• Boiling Point: 295.4±13.0 °C(Predicted)
• PKA: 10.81±0.20(Predicted)
• PSA: 41.57000
• Density: 1.076±0.06 g/cm3(Predicted)
• LogP: 1.48190

Purity/Quality:

97% ^*data from raw suppliers

(1S,6R)-tert-Butyl3,8-Diazabicyclo[4.2.0]octane-3-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate

There total 10 articles about tert-butyl 3,8-diazabicyclo[4.2.0]octane-3-carboxylate 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: 90.0%

(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-3-carboxylic acid tert-butyl ester (370881-96-2)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 50 ℃; for 50.4h; under 3102.89 Torr;

DOI:10.1021/jm060846z

Reference yield: 75.0%

tert-butyl (1R,6S)-8-(1(S)-phenylethyl)-3,8-diazabicyclo[4.2.0]octane-3-carboxylate (1293940-99-4) → (1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester (370881-96-2)

Guidance literature:

With hydrogen; acetic acid; 20% palladium(II) hydroxide on carbon; In ethanol; at 50 ℃; for 16h; under 75007.5 Torr;

Reference yield:

(3S,4S)-4-hydroxymethyl-3-[(1R)-1-phenyl-ethylamino]-piperidine-1-carboxylic acid tert-butyl ester (923956-59-6) → (1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester (370881-96-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂

2: 90 percent / H₂ / Pd(OH)2/C / methanol / 50.4 h / 50 °C / 3102.89 Torr

With pyridine; hydrogen; palladium dihydroxide; In methanol; dichloromethane;

DOI:10.1021/jm060846z

upstream raw materials:

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

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

5-[(1R)-1-phenyl-ethylamino]-3,6-dihydro-2H-pyridine-1,4-dicarboxylic acid 1-tert-butyl ester 4-ethyl ester

(3SR,4SR)-1-t-butyl 4-ethyl (cis)-3-{[(1R)-1-phenylethyl]amino}-1,4-piperidinedicarboxylate

Downstream raw materials:

tert-butyl (1S,6R)-8-(6-chloro-5-methyl-3-pyridinyl)-3,8-diazabicyclo[4.2.0]octane-3-carboxylate

8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate

benzyl (1S,6R)-3-(4,6-dimethylpyrimidin-2-yl)-3,8-diazabicyclo[4.2.0]octane-8-carboxylate

3-(4,6-dimethylpyrimidin-2-yl)-8-{[2-(3-methyl-1,2,4-oxadiazol-5-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane