2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate

Base Information

Chemical Name:2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate
CAS No.:1188931-88-5
Molecular Formula:C₂₉H₄₇NO₃S₃
Molecular Weight:553.895
Hs Code.:

2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate

Synonyms:2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate

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Chemical Property of 2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate

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Technology Process of 2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate

There total 6 articles about 2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate 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: 82.0%

: 75-15-0,12122-00-8
carbon disulfide

: 1188931-81-8
2-bromo-N-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexyl)acetamide

: 75-08-1
ethanethiol

: 1188931-88-5
2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate

Guidance literature:: ethanethiol; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

carbon disulfide; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;

2-bromo-N-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexyl)acetamide; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 82.0%

: 75-15-0,12122-00-8
carbon disulfide

: 1188931-99-8
N-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tert-butyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexyl)-2-bromoacetamide

: 75-08-1
ethanethiol

: 1188931-88-5
2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate

Guidance literature:: ethanethiol; With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 0.166667h; Inert atmosphere;

carbon disulfide; In tetrahydrofuran; at 20 ℃;

N-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tert-butyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexyl)-2-bromoacetamide; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1016/j.bmc.2010.03.078

Reference yield:

: 957214-13-0
(5S)-5-((1R,3R,7E,17β)-1,3-bis[tert-butyl(dimethyl)silyloxy]-9,10-secoestra-5,7-dien-17-yl)hexanal

: 1188931-88-5
2-((R)-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-dihydroxycyclohexylidene)ethylidene)-7a-methyl-octahydro-1H-inden-1-yl)hexylamino)-2-oxoethyl ethyl carbonotrithioate

Guidance literature:: Multi-step reaction with 4 steps

1.1: O-benzylhydoxylamine hydrochloride; sodium acetate / toluene / 0.5 h / Reflux

1.2: 0 - 20 °C / Inert atmosphere

2.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

3.1: hydrogen fluoride / dichloromethane; acetonitrile / 20 °C

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

4.3: 1 h / 20 °C / Inert atmosphere

With dmap; hydrogen fluoride; O-benzylhydoxylamine hydrochloride; sodium acetate; sodium hexamethyldisilazane; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; toluene; acetonitrile;