[3S,3(1S),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate

Base Information

Chemical Name:[3S,3(1S),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate
CAS No.:950178-12-8
Molecular Formula:C₂₈H₃₇NO₃
Molecular Weight:435.607
Hs Code.:

Synonyms:[3S,3(1S),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate

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Chemical Property of [3S,3(1S),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate

Chemical Property:

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Technology Process of [3S,3(1S),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate

There total 3 articles about [3S,3(1S),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate 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:

: 937722-61-7
(1R,5R)-5-isopropenyl-2-methylcyclohex-2-enyl N,N-diisopropylcarbamate

: 66-99-9
β-naphthaldehyde

: [3R,3(1R),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate

: 950178-12-8
[3S,3(1S),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate

Guidance literature:: (1R,5R)-5-isopropenyl-2-methylcyclohex-2-enyl N,N-diisopropylcarbamate; With sec.-butyllithium; In diethyl ether; at -78 ℃; for 2h;

With titanium tris(diethylamido)chloride; In diethyl ether; at -78 ℃; for 3h;

β-naphthaldehyde; In diethyl ether; at -78 - 20 ℃; for 14h; Further stages.;
DOI:10.1002/ejoc.200700220

Reference yield:

: 19009-39-3
N,N-diisopropylcarbamoyl chloride

: 950178-12-8
[3S,3(1S),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0 - 20 °C

1.2: tetrahydrofuran / 18 h / Heating

2.1: rac-trans-1,2-bis(dimethylamino)cyclohexane; sBuLi / diethyl ether / 2 h / -78 °C

2.2: ClTi(NEt₂)3 / diethyl ether / 3 h / -78 °C

2.3: diethyl ether / 14 h / -78 - 20 °C

With sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether;
DOI:10.1002/ejoc.200700220

Reference yield:

: 308363-12-4,22567-18-6,20307-86-2
L-carveol

: 950178-12-8
[3S,3(1S),5R]-3-[1-hydroxy-1-(naphthalen-2-yl)-methyl]-5-isopropenyl-2-methylcyclohex-1-enyl N,N-diisopropylcarbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran / 0 - 20 °C

1.2: tetrahydrofuran / 18 h / Heating

2.1: rac-trans-1,2-bis(dimethylamino)cyclohexane; sBuLi / diethyl ether / 2 h / -78 °C

2.2: ClTi(NEt₂)3 / diethyl ether / 3 h / -78 °C

2.3: diethyl ether / 14 h / -78 - 20 °C

With sec.-butyllithium; sodium hydride; In tetrahydrofuran; diethyl ether;
DOI:10.1002/ejoc.200700220