(E)-(5S,6S)-6-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoic acid allyl ester

Base Information

Chemical Name:(E)-(5S,6S)-6-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoic acid allyl ester
CAS No.:436143-85-0
Molecular Formula:C₂₁H₂₈O₅
Molecular Weight:360.45
Hs Code.:

Synonyms:(E)-(5S,6S)-6-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoic acid allyl ester

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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 (E)-(5S,6S)-6-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoic acid allyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (E)-(5S,6S)-6-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoic acid allyl ester

There total 6 articles about (E)-(5S,6S)-6-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoic acid allyl ester 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:

: 436143-83-8
2-methyl-7-phenyl-6,8-dioxabicyclo[3.2.1]octan-3-ol

: 436143-85-0
(E)-(5S,6S)-6-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoic acid allyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 85 percent / BF₃*Et₂O / CH₂Cl₂ / 0 °C

2: 93 percent / TsOH / acetone

3: MeI; CaCO₃ / acetonitrile; H₂O / 70 °C

4: LiClO₄; (i-Pr)2NEt / acetonitrile

With boron trifluoride diethyl etherate; lithium perchlorate; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; calcium carbonate; methyl iodide; In dichloromethane; water; acetone; acetonitrile; 4: Horner-Emmons reaction;
DOI:10.1016/S0040-4020(02)00238-7

Reference yield:

: 2-methyl-7-phenyl-6,8-dioxabicyclo[3.2.1]octan-3-one

: 436143-85-0
(E)-(5S,6S)-6-((4R,5R)-2,2-Dimethyl-5-phenyl-[1,3]dioxolan-4-yl)-5-hydroxy-hept-2-enoic acid allyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent Turnov_. / L-selectride / tetrahydrofuran / -78 °C

2: 85 percent / BF₃*Et₂O / CH₂Cl₂ / 0 °C

3: 93 percent / TsOH / acetone

4: MeI; CaCO₃ / acetonitrile; H₂O / 70 °C

5: LiClO₄; (i-Pr)2NEt / acetonitrile

With boron trifluoride diethyl etherate; lithium perchlorate; L-Selectride; toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; calcium carbonate; methyl iodide; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile; 5: Horner-Emmons reaction;
DOI:10.1016/S0040-4020(02)00238-7