6-BOC-3,6-DIAZABICYCLO[3.2.0]HEPTANE synthesis
- Product Name:6-BOC-3,6-DIAZABICYCLO[3.2.0]HEPTANE
- CAS Number:122848-57-1
- Molecular formula:C10H18N2O2
- Molecular Weight:198.26
![(1R,5S)-3-benzyl 6-tert-butyl 3,6-diazabicyclo[3.2.0]heptane-3,6-dicarboxylate](/CAS/GIF/370880-79-8.gif)
370880-79-8
19 suppliers
$504.38/5MG
122848-57-1
72 suppliers
$97.00/50mg
Yield:122848-57-1 66.1%
Reaction Conditions:
with hydrogen;5% Pd(II)/C(eggshell) in methanol under 775.743 Torr; for 1.5 h;
Steps:
18.I
3-Benzyl, 6-tert-butyl-3,6-diazabicyclo[3.2.0]heptane-3,6-dicarboxylate (2.61 mmol) in a Parr bottle was taken up in MeOH (0.1 M). Pd/C (5%wt- 61 .1 % H2O from Johnson Mathey, 60 mg) was added. The mixture was placed on the Parr shaker and air was removed via vacuum. The system was purged a few time with nitrogen and then allowed to shake at 15 PSI for ~1 .5 hr. TLC showed that all the starting material was consumed. The mixture was filtered through a pad of Celite. The filtrate was concentrated to provide a viscous clear residue, II in 66.1 %. Material was clean enough to carry forward without purification. MS (ESI) mass calcd. for Ci0Hi8N2O2, 198.26; m/z found, 199.2 [M+H]+. 1H NMR (400 MHz, CDCI3) 4.73 - 4.50 (m, 1 H), 3.98 (t, J = 8.3, 1 H), 3.46 - 3.15 (m, 2H), 3.09 - 2.99 (m, 1 H), 2.93 - 2.82 (m, 1 H), 2.73 - 2.62 (m, 1 H), 2.53 - 2.42 (m, 1 H), 2.31 (s, 1 H), 1 .43 (s, 9H).
References:
JANSSEN PHARMACEUTICA NV;BRANSTETTER, Bryan, James;LETAVIC, Michael, A.;LY, Kiev, S.;RUDOLPH, Dale, A.;SAVALL, Brad, M.;SHAH, Chandravadan, R.;SHIREMAN, Brock, T. WO2011/50200, 2011, A1 Location in patent:Page/Page column 60-61
1017789-40-0
18 suppliers
$90.00/50mg
122848-57-1
72 suppliers
$97.00/50mg
1255099-67-2
23 suppliers
$65.00/10mg
122848-57-1
72 suppliers
$97.00/50mg
![3-CBZ-3,6-DIAZABICYCLO[3.2.0]HEPTANE](/CAS/GIF/370880-87-8.gif)
370880-87-8
47 suppliers
$296.80/250mg
122848-57-1
72 suppliers
$97.00/50mg
569682-60-6
27 suppliers
inquiry
122848-57-1
72 suppliers
$97.00/50mg