(R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate

Base Information

Chemical Name:(R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate
CAS No.:161885-91-2
Molecular Formula:C₃₈H₇₀O₄Si₂
Molecular Weight:647.142
Hs Code.:

(R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate

Synonyms:(R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate

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Chemical Property of (R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate

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Technology Process of (R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate

There total 3 articles about (R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate 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: 78.0%

: 1188931-89-6
(R)-ethyl-5-((1R,3aR,7aR)-7a-methyl-4-oxo-octahydro-1H-inden-1-yl)hexanoate

: 139356-39-1
(1R,3R)-1,3-bis((tert-butyldimethyl)silanyloxy)-5-[2-(diphenylphosphinoyl)-ethylidene]cyclohexane

: 161885-91-2
(R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate

Guidance literature:: (1R,3R)-1,3-bis((tert-butyldimethyl)silanyloxy)-5-[2-(diphenylphosphinoyl)-ethylidene]cyclohexane; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere; Cooling with ice;

(R)-ethyl-5-((1R,3aR,7aR)-7a-methyl-4-oxo-octahydro-1H-inden-1-yl)hexanoate; In tetrahydrofuran; at -78 - 20 ℃; for 3.08h; Inert atmosphere;

With ammonium chloride; In tetrahydrofuran; Saturated solution;

Reference yield: 71.0%

: 1188931-89-6
(R)-ethyl-5-((1R,3aR,7aR)-7a-methyl-4-oxo-octahydro-1H-inden-1-yl)hexanoate

: 883214-91-3
C₂₀H₂₃O₃P

: 161885-91-2
(R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate

Guidance literature:: C₂₀H₂₃O₃P; With sodium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃;

(R)-ethyl-5-((1R,3aR,7aR)-7a-methyl-4-oxo-octahydro-1H-inden-1-yl)hexanoate; In tetrahydrofuran; at -78 - 20 ℃; for 3.08333h;
DOI:10.1016/j.bmc.2010.03.078

Reference yield:

: (S)-5-((1R,3aR,4S,7aR)-4-(tert-butyldimethylsilyloxy)-7a-methyloctahydro-1H-inden-1-yl)-1-ethoxyhex-1-ene

: 161885-91-2
(R)-ethyl-5-((1R,3aS,7aR,E)-4-(2-((3R,5R)-3,5-bis(tertbutyldimethylsilyloxy)cyclohexylidene)ethylidene)-7a-methyloctahydro-1H-inden-1-yl)hexanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridinium chlorochromate / dichloromethane / 3 h / Molecular sieve

1.2: 24 h / 20 °C

1.3: 3 h / 20 °C / Molecular sieve

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere; Cooling with ice

2.2: 3.08 h / -78 - 20 °C / Inert atmosphere

2.3: Saturated solution

With sodium hexamethyldisilazane; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;