(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate

Base Information

Chemical Name:(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate
CAS No.:945910-39-4
Molecular Formula:C₂₁H₃₀N₂O₂
Molecular Weight:342.481
Hs Code.:

Synonyms:(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate

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Chemical Property of (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate

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Technology Process of (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate

There total 1 articles about (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate 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: 92.0%

: 61-54-1
tryptamine

: 7635-54-3,7635-53-2
(+)-(1S,2R,5S)-menthylchloroformate

: 945910-39-4
(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/acs.joc.5b01907

Reference yield: 27.0%

: 945910-39-4
(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate

: bis((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) (3aR,3'aR,8aR,8'aR)-2,2',3,3',8,8a,8',8'a-octahydro-1H,1'H-[3a,3'a-bipyrrolo[2,3-b]indole]-1,1'-dicarboxylate

: bis((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) (3aS,3′aS,-8aS,8′aS)-2,2′,3,3′,8,8a,8′,8′a-octahydro-1H,1′H-[3a,3′-abipyrrolo[2,3-b]indole]-1,1′-dicarboxylate

Guidance literature:: (1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate; With potassium tert-butylate; In acetonitrile; at 20 ℃; for 1h; Inert atmosphere;

With copper dichloride; at 20 ℃; for 10h; Reagent/catalyst; Inert atmosphere;
DOI:10.1021/acs.joc.5b01907

Reference yield:

: 945910-39-4
(1S,2R,5S)-2-isopropyl-5-methylcyclohexyl (2-(1H-Indol-3-yl)ethyl)carbamate

: bis((1S,2R,5S)-2-isopropyl-5-methylcyclohexyl) (3aR,3′aR,8aR,8′aR)-8,8′-dimethyl-2,2′,3,3′,8,8a,8′,8′a-octahydro-1H,1′H-[3a,3′a-bipyrrolo[2,3-b]indole]-1,1′-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium tert-butylate / acetonitrile / 1 h / 20 °C / Inert atmosphere

1.2: 10 h / 20 °C / Inert atmosphere

2.1: acetic acid; sodium cyanoborohydride / acetonitrile / 1 h / 20 °C / Inert atmosphere

With potassium tert-butylate; sodium cyanoborohydride; acetic acid; In acetonitrile;
DOI:10.1021/acs.joc.5b01907