(2R,3S)-3-benzyloxy-1-cyclohexyl-2-mesyloxy-4-pentene

Base Information

Chemical Name:(2R,3S)-3-benzyloxy-1-cyclohexyl-2-mesyloxy-4-pentene
CAS No.:133378-90-2
Molecular Formula:C₁₉H₂₈O₄S
Molecular Weight:352.495
Hs Code.:

Synonyms:

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Chemical Property of (2R,3S)-3-benzyloxy-1-cyclohexyl-2-mesyloxy-4-pentene

Chemical Property:

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Technology Process of (2R,3S)-3-benzyloxy-1-cyclohexyl-2-mesyloxy-4-pentene

There total 4 articles about (2R,3S)-3-benzyloxy-1-cyclohexyl-2-mesyloxy-4-pentene 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:

: 922-65-6
divinylcarbinol

: 133378-90-2
(2R,3S)-3-benzyloxy-1-cyclohexyl-2-mesyloxy-4-pentene

Guidance literature:: Multi-step reaction with 4 steps

1: 64 percent / L-(+)-diethyl tartrate, titanium tetraisopropoxide, molecular sieves 3A, tetrabutyl hydroperoxide / CH₂Cl₂ / 1) -20 deg C, 10 d, 2) acetone-water, -20 deg C, 3 h

2: 96 percent / sodium hydride (60percent in oil), tetrabutylammonium iodide / tetrahydrofuran / 1) 0 deg C, 2 h, 2) room temp., 2 h

3: 1) cuprous iodide / 1) diethyl ether, THF, -60 deg C, 20 min, 2) THF, -60 deg C, 1.5 h

4: 3.2 g / triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

With titanium(IV) isopropylate; copper(l) iodide; diethyl (2R,3R)-tartrate; 3 A molecular sieve; tetrabutyl hydroperoxide; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.38.3460

Reference yield:

: 100017-22-9
(S)-1-[(R)-oxiran-2-yl]prop-2-enol

: 133378-90-2
(2R,3S)-3-benzyloxy-1-cyclohexyl-2-mesyloxy-4-pentene

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / sodium hydride (60percent in oil), tetrabutylammonium iodide / tetrahydrofuran / 1) 0 deg C, 2 h, 2) room temp., 2 h

2: 1) cuprous iodide / 1) diethyl ether, THF, -60 deg C, 20 min, 2) THF, -60 deg C, 1.5 h

3: 3.2 g / triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

With copper(l) iodide; tetra-(n-butyl)ammonium iodide; sodium hydride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1248/cpb.38.3460

Reference yield:

: 110009-21-7
(2R,3S)-1,2-epoxy-3-benzyloxy-4-pentene

: 133378-90-2
(2R,3S)-3-benzyloxy-1-cyclohexyl-2-mesyloxy-4-pentene

Guidance literature:: Multi-step reaction with 2 steps

1: 1) cuprous iodide / 1) diethyl ether, THF, -60 deg C, 20 min, 2) THF, -60 deg C, 1.5 h

2: 3.2 g / triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

With copper(l) iodide; triethylamine; In dichloromethane;
DOI:10.1248/cpb.38.3460