(+)-(2S,3R,6E)-2,2-dimethylpropionic acid 8-benzyloxy-2,3-dihydroxy-2,6-dimethyl-oct-6-enyl ester

Base Information

Chemical Name:(+)-(2S,3R,6E)-2,2-dimethylpropionic acid 8-benzyloxy-2,3-dihydroxy-2,6-dimethyl-oct-6-enyl ester
CAS No.:862877-73-4
Molecular Formula:C₂₂H₃₄O₅
Molecular Weight:378.509
Hs Code.:

Synonyms:(+)-(2S,3R,6E)-2,2-dimethylpropionic acid 8-benzyloxy-2,3-dihydroxy-2,6-dimethyl-oct-6-enyl ester

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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 (+)-(2S,3R,6E)-2,2-dimethylpropionic acid 8-benzyloxy-2,3-dihydroxy-2,6-dimethyl-oct-6-enyl ester

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Technology Process of (+)-(2S,3R,6E)-2,2-dimethylpropionic acid 8-benzyloxy-2,3-dihydroxy-2,6-dimethyl-oct-6-enyl ester

There total 6 articles about (+)-(2S,3R,6E)-2,2-dimethylpropionic acid 8-benzyloxy-2,3-dihydroxy-2,6-dimethyl-oct-6-enyl ester 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: 92.0%

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

: 75-98-9
Trimethylacetic acid

: 862877-73-4
(+)-(2S,3R,6E)-2,2-dimethylpropionic acid 8-benzyloxy-2,3-dihydroxy-2,6-dimethyl-oct-6-enyl ester

Guidance literature:: With titanium(IV) isopropylate; In dichloromethane; at 20 ℃;
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

: 862877-73-4
(+)-(2S,3R,6E)-2,2-dimethylpropionic acid 8-benzyloxy-2,3-dihydroxy-2,6-dimethyl-oct-6-enyl ester

Guidance literature:: Multi-step reaction with 3 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

3: 92 percent / Ti(O-iPr)4 / CH₂Cl₂ / 20 °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

: 862877-73-4
(+)-(2S,3R,6E)-2,2-dimethylpropionic acid 8-benzyloxy-2,3-dihydroxy-2,6-dimethyl-oct-6-enyl ester

Guidance literature:: Multi-step reaction with 6 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

6: 92 percent / Ti(O-iPr)4 / CH₂Cl₂ / 20 °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