Technology Process of [14C]-2,5-dichloro-N-[2-({(1R)-3-methyl-1-[(3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methano-1,3,2-benzodioaxaborol-2-yl]butyl}amino)-2-oxoethyl]benzamide
There total 4 articles about [14C]-2,5-dichloro-N-[2-({(1R)-3-methyl-1-[(3aS,4S,6S,7aR)-3a,5,5-trimethylhexahydro-4,6-methano-1,3,2-benzodioaxaborol-2-yl]butyl}amino)-2-oxoethyl]benzamide 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:
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1310383-72-2,179324-87-9
(aR,3aS,4S,6S,7aR)-hexahydro-3a,8,8-trimethyl-α-(2-methylpropyl)-4,6-methano-1,3,2-benzodioxaborole-2-methanamine 2,2,2-trifluoroacetate
- Guidance literature:
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(aR,3aS,4S,6S,7aR)-hexahydro-3a,8,8-trimethyl-α-(2-methylpropyl)-4,6-methano-1,3,2-benzodioxaborole-2-methanamine 2,2,2-trifluoroacetate; [14C]-[(2,5-dichlorobenzoyl)amino]acetic acid;
With
O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate;
In
N,N-dimethyl-formamide;
at 20 ℃;
for 0.25h;
Inert atmosphere;
With
N-ethyl-N,N-diisopropylamine;
In
N,N-dimethyl-formamide;
at 0 ℃;
for 1h;
Inert atmosphere;
DOI:10.1002/jlcr.3079
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: n-butyllithium / hexane; diethyl ether / 0.5 h / -78 °C / Inert atmosphere
1.2: 4 h / -78 °C / Inert atmosphere
2.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 0 - 25 °C / Inert atmosphere
3.1: lithium hydroxide; water / methanol / 20 °C
4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere
4.2: 1 h / 0 °C / Inert atmosphere
With
n-butyllithium; water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; N,N-dimethyl-formamide;
DOI:10.1002/jlcr.3079
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / tetrahydrofuran / 0 - 25 °C / Inert atmosphere
2.1: lithium hydroxide; water / methanol / 20 °C
3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.25 h / 20 °C / Inert atmosphere
3.2: 1 h / 0 °C / Inert atmosphere
With
water; benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide;
In
tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1002/jlcr.3079
