(-)-(2'S,1R,4E)-6-benzyloxy-4-methyl-1-(2'-methyloxiranyl)-hex-4-en-1-ol

Base Information

Chemical Name:(-)-(2'S,1R,4E)-6-benzyloxy-4-methyl-1-(2'-methyloxiranyl)-hex-4-en-1-ol
CAS No.:862877-65-4
Molecular Formula:C₁₇H₂₄O₃
Molecular Weight:276.376
Hs Code.:

Synonyms:(-)-(2'S,1R,4E)-6-benzyloxy-4-methyl-1-(2'-methyloxiranyl)-hex-4-en-1-ol

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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 (-)-(2'S,1R,4E)-6-benzyloxy-4-methyl-1-(2'-methyloxiranyl)-hex-4-en-1-ol

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Technology Process of (-)-(2'S,1R,4E)-6-benzyloxy-4-methyl-1-(2'-methyloxiranyl)-hex-4-en-1-ol

There total 5 articles about (-)-(2'S,1R,4E)-6-benzyloxy-4-methyl-1-(2'-methyloxiranyl)-hex-4-en-1-ol 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: 45.0%

: 68690-78-8
(2E)-1-benzyloxy-6-hydroxy-3,7-dimethyl-2,7-octadiene

: (E)-(S)-8-Benzyloxy-2,6-dimethyl-octa-1,6-dien-3-ol

: 862877-65-4
(-)-(2'S,1R,4E)-6-benzyloxy-4-methyl-1-(2'-methyloxiranyl)-hex-4-en-1-ol

Guidance literature:: With titanium(IV) isopropylate; tert.-butylhydroperoxide; D-(-)-diisopropyl tartrate; In dichloromethane; at -30 ℃; for 6h;
DOI:10.1016/j.tet.2005.05.050

Reference yield:

: 55776-46-0
(3'E)-3-(5'-benzyloxy-3'-methylpent-3'-enyl)-2,2-dimethyloxirane

: 862877-65-4
(-)-(2'S,1R,4E)-6-benzyloxy-4-methyl-1-(2'-methyloxiranyl)-hex-4-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / Al(OiPr)3 / toluene / 4 h / Heating

2: 45 percent / (-)-DIPT; t-BuOOH; Ti(O-iPr)4 / CH₂Cl₂ / 6 h / -30 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; aluminum isopropoxide; D-(-)-diisopropyl tartrate; In dichloromethane; toluene; 2: Sharpless epoxidation;
DOI:10.1016/j.tet.2005.05.050

Reference yield:

: 105-87-3,8022-83-1
3,7-dimethyl-2E,6-octadien-1-yl acetate

: 862877-65-4
(-)-(2'S,1R,4E)-6-benzyloxy-4-methyl-1-(2'-methyloxiranyl)-hex-4-en-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / N-bromosuccinimide / dioxane; H₂O / 5 h / 0 - 20 °C

2: 97 percent / aq. NaOH / methanol / 4 h / 0 - 20 °C

3: 98 percent / tetrahydrofuran / 6 h / -10 - 20 °C

4: 95 percent / Al(OiPr)3 / toluene / 4 h / Heating

5: 45 percent / (-)-DIPT; t-BuOOH; Ti(O-iPr)4 / CH₂Cl₂ / 6 h / -30 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydroxide; N-Bromosuccinimide; aluminum isopropoxide; D-(-)-diisopropyl tartrate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; toluene; 5: Sharpless epoxidation;
DOI:10.1016/j.tet.2005.05.050