(2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate

Base Information

Chemical Name:(2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate
CAS No.:1421359-41-2
Molecular Formula:C₂₈H₄₉O₈PSi
Molecular Weight:572.752
Hs Code.:

Synonyms:(2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate

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Chemical Property of (2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate

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Technology Process of (2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate

There total 6 articles about (2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate 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: 98.0%

: 1421359-38-7
(2R,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-yl 2-(diethoxyphosphoryl)acetate

: 1421359-41-2
(2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate

Guidance literature:: With ozone; triphenylphosphine; Sudan III; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/jo302440a

Reference yield:

: 1421359-27-4
(2R,3S,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-ol

: 1421359-41-2
(2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 20 °C

2: ozone; Sudan III; triphenylphosphine / dichloromethane / -78 - 20 °C

With dmap; ozone; dicyclohexyl-carbodiimide; triphenylphosphine; Sudan III; In dichloromethane;
DOI:10.1021/jo302440a

Reference yield:

: 81927-55-1
O-benzyl 2,2,2-trichloroacetimidate

: 1421359-41-2
(2R,3S,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate

Guidance literature:: Multi-step reaction with 6 steps

1.1: trifluorormethanesulfonic acid / dichloromethane; cyclohexane / 48 h / 0 - 20 °C

2.1: cerium(III) chloride heptahydrate / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

2.2: 20 °C

3.1: amberlyst15 / hexane / 1 h / 20 °C

4.1: tin(IV) chloride / dichloromethane / 1 h / -78 °C

4.2: 0.83 h / -78 °C

5.1: dmap; dicyclohexyl-carbodiimide / dichloromethane / 0.5 h / 20 °C

6.1: ozone; Sudan III; triphenylphosphine / dichloromethane / -78 - 20 °C

With dmap; trifluorormethanesulfonic acid; cerium(III) chloride heptahydrate; tin(IV) chloride; ozone; dicyclohexyl-carbodiimide; triphenylphosphine; Sudan III; In tetrahydrofuran; hexane; dichloromethane; cyclohexane;
DOI:10.1021/jo302440a