(4R,5R)-2-[1-allyl-1-tert-butyldimethylsilyloxy-3-butenyl]-4,5-diphenyl-1,3-dioxolane

Base Information

• Chemical Name: (4R,5R)-2-[1-allyl-1-tert-butyldimethylsilyloxy-3-butenyl]-4,5-diphenyl-1,3-dioxolane
• CAS No.: 848821-31-8
• Molecular Formula: C₂₈H₃₈O₃Si
• Molecular Weight: 450.693

Synonyms:(4R,5R)-2-[1-allyl-1-tert-butyldimethylsilyloxy-3-butenyl]-4,5-diphenyl-1,3-dioxolane

Chemical Property of (4R,5R)-2-[1-allyl-1-tert-butyldimethylsilyloxy-3-butenyl]-4,5-diphenyl-1,3-dioxolane

Chemical Property:

Purity/Quality:

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Technology Process of (4R,5R)-2-[1-allyl-1-tert-butyldimethylsilyloxy-3-butenyl]-4,5-diphenyl-1,3-dioxolane

There total 1 articles about (4R,5R)-2-[1-allyl-1-tert-butyldimethylsilyloxy-3-butenyl]-4,5-diphenyl-1,3-dioxolane 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: 90.0%

(4R,5R)-2-(1-allyl-1-hydroxy-3-butenyl)-4,5-diphenyl-1,3-dioxolane (848821-17-0) + t-butyldimethylsiyl triflate (69739-34-0) → (4R,5R)-2-[1-allyl-1-tert-butyldimethylsilyloxy-3-butenyl]-4,5-diphenyl-1,3-dioxolane (848821-31-8)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2008.02.088

Reference yield:

(4R,5R)-2-[1-allyl-1-tert-butyldimethylsilyloxy-3-butenyl]-4,5-diphenyl-1,3-dioxolane (848821-31-8) → (1S,3R,4R,6S,8S,10R)-6,10-bis(iodomethyl)-3,4-diphenyl-8-tert-butyldimethylsilyloxy-2,5,11-trioxabicyclo[6.3.0]undecane (848821-37-4)

Guidance literature:

With N-iodo-succinimide; water; In acetonitrile; at -40 - 0 ℃; for 3h;

DOI:10.1002/anie.200461584

Reference yield:

(4R,5R)-2-[1-allyl-1-tert-butyldimethylsilyloxy-3-butenyl]-4,5-diphenyl-1,3-dioxolane (848821-31-8) → (1S,3R,4R,6S,8S,10R)-6,10-bis(iodomethyl)-3,4-diphenyl-8-tert-butyldimethylsilyloxy-2,5,11-trioxabicyclo[6.3.0]undecane (848821-37-4) + 6,10-bis(iodomethyl)-3,4-diphenyl-8-tert-butyldimethylsilyloxy-2,5,11-trioxabicyclo[6.3.0]undecane

Guidance literature:

With N-iodo-succinimide; water; In acetonitrile; at -40 - 0 ℃; for 3h;

DOI:10.1016/j.tet.2008.02.088

upstream raw materials:

(4R,5R)-2-(1-allyl-1-hydroxy-3-butenyl)-4,5-diphenyl-1,3-dioxolane

t-butyldimethylsiyl triflate

Downstream raw materials:

(1S,3R,4R,6S,8S,10R)-6,10-bis(iodomethyl)-3,4-diphenyl-8-tert-butyldimethylsilyloxy-2,5,11-trioxabicyclo[6.3.0]undecane

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