(R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one

Base Information

Chemical Name:(R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one
CAS No.:1421359-46-7
Molecular Formula:C₂₄H₃₈O₄Si
Molecular Weight:418.649
Hs Code.:

Synonyms:(R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one

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Chemical Property of (R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one

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Technology Process of (R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one

There total 9 articles about (R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one 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: 70.0%

: 1421359-43-4
(2R,3R,6R)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-oxoheptan-3-yl 2-(diethoxyphosphoryl)acetate

: 1421359-46-7
(R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one

Guidance literature:: With lithium tert-butoxide; In tetrahydrofuran; at 30 - 40 ℃; for 0.25h;
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

: 1421359-46-7
(R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 48 h / 0 - 20 °C

2: potassium carbonate / methanol / 16 h / 20 °C

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

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

5: lithium tert-butoxide / tetrahydrofuran / 0.25 h / 30 - 40 °C

With dmap; di-isopropyl azodicarboxylate; potassium carbonate; lithium tert-butoxide; ozone; dicyclohexyl-carbodiimide; triphenylphosphine; Sudan III; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo302440a

Reference yield:

: 1421359-32-1
(2R,3R,6S)-7-(benzyloxy)-1-((tert-butyldimethylsilyl)oxy)-2,6-dimethyl-5-methyleneheptan-3-ol

: 1421359-46-7
(R)-4-((S)-1-(benzyloxy)propan-2-yl)-6-((R)-1-((tert-butyldimethylsilyl)oxy)propan-2-yl)-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: lithium tert-butoxide / tetrahydrofuran / 0.25 h / 30 - 40 °C

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