(3SR,4SR,5SR)-2-cyclohexyl-5,6-epoxy-4-hydroxy-6-methyl-3-methylthiohept-1,5-diene

Base Information

Chemical Name:(3SR,4SR,5SR)-2-cyclohexyl-5,6-epoxy-4-hydroxy-6-methyl-3-methylthiohept-1,5-diene
CAS No.:105359-25-9
Molecular Formula:C₁₅H₂₆O₂S
Molecular Weight:270.436
Hs Code.:

Synonyms:(3SR,4SR,5SR)-2-cyclohexyl-5,6-epoxy-4-hydroxy-6-methyl-3-methylthiohept-1,5-diene

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Chemical Property of (3SR,4SR,5SR)-2-cyclohexyl-5,6-epoxy-4-hydroxy-6-methyl-3-methylthiohept-1,5-diene

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Technology Process of (3SR,4SR,5SR)-2-cyclohexyl-5,6-epoxy-4-hydroxy-6-methyl-3-methylthiohept-1,5-diene

There total 3 articles about (3SR,4SR,5SR)-2-cyclohexyl-5,6-epoxy-4-hydroxy-6-methyl-3-methylthiohept-1,5-diene 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:

: 5369-62-0
(+/-)-3,3-dimethyloxirane-2-carboxaldehyde

: 162086-79-5
2-cyclohexyl-1-methylthioprop-2-ene

: 105359-25-9
(3SR,4SR,5SR)-2-cyclohexyl-5,6-epoxy-4-hydroxy-6-methyl-3-methylthiohept-1,5-diene

Guidance literature:: With n-butyllithium; boron trifluoride diethyl etherate; tributyltin chloride; Yield given. Multistep reaction; 1.) THF, HMPA, hexane, -20 deg C, 30 min; -70 deg C, 15 min, 2.) CH₂Cl₂, ether, -78 deg C, 5 min;
DOI:10.1016/S0040-4020(01)81205-9

Reference yield:

: 7697-55-4
2-cyclohexylprop-2-en-1-ol

: 105359-25-9
(3SR,4SR,5SR)-2-cyclohexyl-5,6-epoxy-4-hydroxy-6-methyl-3-methylthiohept-1,5-diene

Guidance literature:: Multi-step reaction with 3 steps

1: 47 percent / PBr₃ / diethyl ether / 1.5 h / 0 °C

2: 85 percent / ethanol; H₂O / 4.5 h / Ambient temperature

3: 1.) n-BuLi; n-Bu₃SnCl, 2.) BF₃*OEt₂ / 1.) THF, HMPA, hexane, -20 deg C, 30 min; -70 deg C, 15 min, 2.) CH₂Cl₂, ether, -78 deg C, 5 min

With n-butyllithium; boron trifluoride diethyl etherate; tributyltin chloride; phosphorus tribromide; In diethyl ether; ethanol; water;
DOI:10.1016/S0040-4020(01)81205-9

Reference yield:

: 162086-78-4
(3-bromoprop-1-en-2-yl)cyclohexane

: 105359-25-9
(3SR,4SR,5SR)-2-cyclohexyl-5,6-epoxy-4-hydroxy-6-methyl-3-methylthiohept-1,5-diene

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / ethanol; H₂O / 4.5 h / Ambient temperature

2: 1.) n-BuLi; n-Bu₃SnCl, 2.) BF₃*OEt₂ / 1.) THF, HMPA, hexane, -20 deg C, 30 min; -70 deg C, 15 min, 2.) CH₂Cl₂, ether, -78 deg C, 5 min

With n-butyllithium; boron trifluoride diethyl etherate; tributyltin chloride; In ethanol; water;
DOI:10.1016/S0040-4020(01)81205-9