(1R)-9-(benzyloxycarbonyl)-2-(1-hydroxy-1-methylethyl)-9-azabicyclo<4.2.1>-2-nonene

Base Information

Chemical Name:(1R)-9-(benzyloxycarbonyl)-2-(1-hydroxy-1-methylethyl)-9-azabicyclo<4.2.1>-2-nonene
CAS No.:122471-40-3
Molecular Formula:C₁₉H₂₅NO₃
Molecular Weight:315.412
Hs Code.:

Synonyms:(1R)-9-(benzyloxycarbonyl)-2-(1-hydroxy-1-methylethyl)-9-azabicyclo<4.2.1>-2-nonene

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Chemical Property of (1R)-9-(benzyloxycarbonyl)-2-(1-hydroxy-1-methylethyl)-9-azabicyclo<4.2.1>-2-nonene

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Technology Process of (1R)-9-(benzyloxycarbonyl)-2-(1-hydroxy-1-methylethyl)-9-azabicyclo<4.2.1>-2-nonene

There total 3 articles about (1R)-9-(benzyloxycarbonyl)-2-(1-hydroxy-1-methylethyl)-9-azabicyclo<4.2.1>-2-nonene 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%

: 917-54-4
methyllithium

: 120692-41-3
(1R)-2-acetyl-9-(benzyloxycarbonyl)-9-azabicyclo<4.2.1>-2-nonene

: 122471-40-3
(1R)-9-(benzyloxycarbonyl)-2-(1-hydroxy-1-methylethyl)-9-azabicyclo<4.2.1>-2-nonene

Guidance literature:: In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.2h;
DOI:10.1021/jo00280a037

Reference yield:

: 122471-39-0
(1R)-9-(benzyloxycarbonyl)-2-<(Z)-1-<(dimethyl-tert-butylsilyl)oxy>ethylidene>-9-azabicyclo<4.2.1>nonane

: 122471-40-3
(1R)-9-(benzyloxycarbonyl)-2-(1-hydroxy-1-methylethyl)-9-azabicyclo<4.2.1>-2-nonene

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) PhSeCl, 2.) mCPBA / 1.) THF, -78 deg C, 2 h, 2.) 0 deg C, 30 min

2: 79 percent / diethyl ether; tetrahydrofuran / 0.2 h / -78 °C

With Phenylselenyl chloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00280a037

Reference yield:

: 120692-40-2
(1R)-2-acetyl-9-(benzyloxycarbonyl)-9-azabicyclo<4.2.1>nonane

: 122471-40-3
(1R)-9-(benzyloxycarbonyl)-2-(1-hydroxy-1-methylethyl)-9-azabicyclo<4.2.1>-2-nonene

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH, methanol, 2.) Et₃N / 1.) THF, 7 h, 2.) THF, RT, overnight

2: 1.) PhSeCl, 2.) mCPBA / 1.) THF, -78 deg C, 2 h, 2.) 0 deg C, 30 min

3: 79 percent / diethyl ether; tetrahydrofuran / 0.2 h / -78 °C

With methanol; Phenylselenyl chloride; sodium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00280a037