(4R,5R,8S,)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8-dimethylnonan-1-ol

Base Information

Chemical Name:(4R,5R,8S,)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8-dimethylnonan-1-ol
CAS No.:1123785-32-9
Molecular Formula:C₂₄H₄₄O₃Si
Molecular Weight:408.697
Hs Code.:

Synonyms:(4R,5R,8S,)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8-dimethylnonan-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 (4R,5R,8S,)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8-dimethylnonan-1-ol

Chemical Property:

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Technology Process of (4R,5R,8S,)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8-dimethylnonan-1-ol

There total 9 articles about (4R,5R,8S,)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8-dimethylnonan-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: 89.0%

: C₂₆H₄₆O₄Si

: 1123785-32-9
(4R,5R,8S,)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8-dimethylnonan-1-ol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1016/j.tetlet.2008.11.088

Reference yield:

: 887706-39-0
(S)-5-(benzyloxy)-4-methylpentan-1-ol

: 1123785-32-9
(4R,5R,8S,)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8-dimethylnonan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: Dess-Martin periodane / dichloromethane / 1 h / 20 °C

2.1: di-n-butylboryl trifluoromethanesulfonate / dichloromethane / 0.17 h / 0 °C

2.2: 0.5 h / 0 °C

2.3: 1 h / 0 °C

3.1: 2,6-dimethylpyridine / 0.5 h / 0 °C

4.1: sodium tetrahydroborate; lithium chloride / tetrahydrofuran; ethanol / 6 h / 20 °C

5.1: dipyridinium dichromate / dichloromethane / 20 °C

6.1: ethyl (triphenylphosphoranylidene)acetate / benzene / 24 h / 20 °C

7.1: nickel(II) chloride hexahydrate; sodium hydride / methanol / 0.5 h / 0 °C

8.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; dipyridinium dichromate; nickel(II) chloride hexahydrate; di-n-butylboryl trifluoromethanesulfonate; sodium hydride; Dess-Martin periodane; ethyl (triphenylphosphoranylidene)acetate; lithium chloride; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene; 2.1: |Evans Aldol Reaction / 2.2: |Evans Aldol Reaction;
DOI:10.1016/j.tetasy.2012.07.006

Reference yield:

: 1123785-66-9
C₂₂H₃₈O₃Si

: 1123785-32-9
(4R,5R,8S,)-9-(benzyloxy)-5-(tert-butyldimethylsilyloxy)-4,8-dimethylnonan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: ethyl (triphenylphosphoranylidene)acetate / benzene / 24 h / 20 °C

2: nickel(II) chloride hexahydrate; sodium hydride / methanol / 0.5 h / 0 °C

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C

With lithium aluminium tetrahydride; nickel(II) chloride hexahydrate; sodium hydride; ethyl (triphenylphosphoranylidene)acetate; In tetrahydrofuran; methanol; benzene;
DOI:10.1016/j.tetasy.2012.07.006