(2S)-hex-5-en-2-yl (4S,5R)-4-(benzyloxy)-5-{[(tert-butyl)(diphenyl)silyl]oxy}oct-7-enoate

Base Information

Chemical Name:(2S)-hex-5-en-2-yl (4S,5R)-4-(benzyloxy)-5-{[(tert-butyl)(diphenyl)silyl]oxy}oct-7-enoate
CAS No.:1401872-05-6
Molecular Formula:C₃₇H₄₈O₄Si
Molecular Weight:584.871
Hs Code.:

Synonyms:

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Chemical Property of (2S)-hex-5-en-2-yl (4S,5R)-4-(benzyloxy)-5-{[(tert-butyl)(diphenyl)silyl]oxy}oct-7-enoate

Chemical Property:

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Technology Process of (2S)-hex-5-en-2-yl (4S,5R)-4-(benzyloxy)-5-{[(tert-butyl)(diphenyl)silyl]oxy}oct-7-enoate

There total 9 articles about (2S)-hex-5-en-2-yl (4S,5R)-4-(benzyloxy)-5-{[(tert-butyl)(diphenyl)silyl]oxy}oct-7-enoate 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:

: 626-94-8
(S)-5-hexen-2-ol

: C₃₈H₃₉Cl₃O₅Si

: 1401872-05-6
(2S)-hex-5-en-2-yl (4S,5R)-4-(benzyloxy)-5-{[(tert-butyl)(diphenyl)silyl]oxy}oct-7-enoate

Guidance literature:: With dmap; In toluene; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1002/hlca.201200064

Reference yield:

: 1401872-24-9
C₃₁H₃₈O₃Si

: 1401872-05-6
(2S)-hex-5-en-2-yl (4S,5R)-4-(benzyloxy)-5-{[(tert-butyl)(diphenyl)silyl]oxy}oct-7-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium chlorite; sodium dihydrogenphosphate dihydrate / tert-butyl alcohol / 2 h / 0 - 20 °C

2: triethylamine / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

3: dmap / toluene / 2 h / 0 - 20 °C / Inert atmosphere

With dmap; sodium chlorite; sodium dihydrogenphosphate dihydrate; triethylamine; In tetrahydrofuran; toluene; tert-butyl alcohol;
DOI:10.1002/hlca.201200064

Reference yield:

: 942137-19-1
(2R)-2-[(1S)-1-(benzyloxy)-3-butenyl]-1,4-dioxaspiro[4.5]decane

: 1401872-05-6
(2S)-hex-5-en-2-yl (4S,5R)-4-(benzyloxy)-5-{[(tert-butyl)(diphenyl)silyl]oxy}oct-7-enoate

Guidance literature:: Multi-step reaction with 12 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran; cyclohexene / 3 h / 0 °C / Inert atmosphere

1.2: 2 h / 0 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 6 h / 20 °C / Inert atmosphere

3.1: acetic acid / water / 12 h / 20 °C

4.1: triethylamine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

4.2: 4 h / 20 °C / Inert atmosphere

5.1: potassium carbonate / methanol / 1 h / 20 °C / Inert atmosphere

6.1: copper(l) iodide / tetrahydrofuran / 0.17 h / Inert atmosphere

6.2: 1 h / -20 °C / Inert atmosphere

7.1: 1H-imidazole / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

7.2: 12 h / 20 °C / Inert atmosphere

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone; water / dichloromethane / 0.33 h / 0 - 20 °C / Inert atmosphere

9.1: triethylamine; oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1 h / -78 °C / Inert atmosphere

10.1: sodium chlorite; sodium dihydrogenphosphate dihydrate / tert-butyl alcohol / 2 h / 0 - 20 °C

11.1: triethylamine / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

12.1: dmap / toluene / 2 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; dmap; sodium chlorite; copper(l) iodide; sodium dihydrogenphosphate dihydrate; oxalyl dichloride; dimethylsulfide borane complex; water; sodium hydride; potassium carbonate; acetic acid; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; dichloromethane; water; toluene; tert-butyl alcohol; cyclohexene; 9.1: |Swern Oxidation;
DOI:10.1002/hlca.201200064