(4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-yl 5'-hexenoate

Base Information

Chemical Name:(4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-yl 5'-hexenoate
CAS No.:885065-66-7
Molecular Formula:C₃₆H₅₂O₅Si
Molecular Weight:592.891
Hs Code.:

Synonyms:(4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-yl 5'-hexenoate

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Chemical Property of (4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-yl 5'-hexenoate

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Technology Process of (4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-yl 5'-hexenoate

There total 7 articles about (4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-yl 5'-hexenoate 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: 69.0%

: 885065-65-6
(4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-ol

: 1577-22-6
5-hexenoic acid

: 885065-66-7
(4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-yl 5'-hexenoate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 120h;
DOI:10.1016/j.tetasy.2006.01.027

Reference yield:

: 885065-64-5
(2S,4R,5R)-4-tert-butyldiphenylsilyloxy-5,6-cyclohexylidenedioxy-1,2-epoxyhexane

: 885065-66-7
(4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-yl 5'-hexenoate

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / Cu₂Br₂ / tetrahydrofuran / -30 - 0 °C

2: 69 percent / DCC; DMAP / CH₂Cl₂ / 120 h / 20 °C

With copper(I) bromide; dmap; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tetasy.2006.01.027

Reference yield:

: 885065-62-3
(4R,5R)-4-tert-butyldiphenylsilyloxy-5,6-cyclohexylidenedioxyhex-1-ene

: 885065-66-7
(4R,6R,7R)-6-tert-butyldiphenylsilyloxy-7,8-cyclohexylidenedioxyoctan-4-yl 5'-hexenoate

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / AD mix-β / 2-methyl-propan-2-ol; H2O / 18 h / 0 °C

2: 94 percent / pyridine / CH₂Cl₂ / 12 h / 0 °C

3: 86 percent / K₂CO₃ / methanol / 3 h / 0 °C

4: 72 percent / Cu₂Br₂ / tetrahydrofuran / -30 - 0 °C

5: 69 percent / DCC; DMAP / CH₂Cl₂ / 120 h / 20 °C

With pyridine; copper(I) bromide; dmap; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water; tert-butyl alcohol;
DOI:10.1016/j.tetasy.2006.01.027