(3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene

Base Information

Chemical Name:(3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene
CAS No.:122598-90-7
Molecular Formula:C₂₀H₃₀O₆S
Molecular Weight:398.521
Hs Code.:

Synonyms:(3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene

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Technology Process of (3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene

There total 11 articles about (3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene 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:

: 122598-89-4
(3Z)-2-benzyloxy-6-<(2-tetrahydropyranyl)oxy>-4-methylhex-3-en-1-ol

: 124-63-0
methanesulfonyl chloride

: 122598-90-7
(3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene

Guidance literature:: With triethylamine; In dichloromethane; at 0 ℃;
DOI:10.1016/S0040-4039(00)82308-4

Reference yield:

: 17739-45-6,59146-56-4
2-(2-bromoethoxy)tetrahydropyran

: 122598-90-7
(3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) potassium bis(trimethylsilyl)amide / 1.) toluene, THF, room temperature, 1 h, 2.) room temperature, 48 h

2: 1.) butyllithium / 1.) THF, hexane, -78 deg C to 0 deg C, ca. 0.5 h, 2.) THF, 0 deg C, 10 min

3: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

4: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With n-butyllithium; tetrabutyl ammonium fluoride; potassium hexamethylsilazane; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1139/v92-297

Reference yield:

: 145842-04-2
3-benzyloxy-3-<(tert-butyldiphenylsilyl)oxy>-propan-1-ol

: 122598-90-7
(3Z)-2-benzyloxy-1-methanesulfonyloxy-6-<(2'-tetrahydropyranyl)oxy>-4-methylhex-3-ene

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) dimethyl sulfoxide, oxalyl chloride, 2.) triethylamine / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) CH₂Cl₂, -78 deg C to 10 deg C, 0.5 h

2: 1.) butyllithium / 1.) THF, hexane, -78 deg C to 0 deg C, ca. 0.5 h, 2.) THF, 0 deg C, 10 min

3: 95 percent / tetrabutylammonium fluoride / tetrahydrofuran / 2 h / Ambient temperature

4: triethylamine / CH₂Cl₂ / 0.5 h / 0 °C

With n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1139/v92-297