(R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate

Base Information

• Chemical Name: (R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate
• CAS No.: 1262487-78-4
• Molecular Formula: C₃₂H₃₀O₇
• Molecular Weight: 526.586

Synonyms:(R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate

Chemical Property of (R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate

There total 11 articles about (R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate 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: 79.0%

(R)-((3aR,5S,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate (1262487-77-3) + cinnamoyl chloride (102-92-1,17082-09-6) → (R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate (1262487-78-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2010.10.016

Reference yield: 71.0%

cinnamoyl chloride (102-92-1,17082-09-6) + (3aR,5R,6S,6aR)-5-((R)-hydroxy(phenyl)methyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole-6-ol (18439-35-5) → (R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate (1262487-78-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.tetasy.2010.10.016

Reference yield: 12.0%

Cinnamoyl chloride (102-92-1,17082-09-6) + (3aR,5R,6S,6aR)-5-((R)-hydroxy(phenyl)methyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole-6-ol (18439-35-5) → (R)-((3aR,5S,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate (1262487-77-3) + (R)-((3aR,5R,6S,6aR)-6-(cinnamoyloxy)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate (1262487-78-4)

Guidance literature:

In 1,2-dichloro-ethane; at 70 ℃; for 20h;

DOI:10.1016/j.tet.2015.05.040

upstream raw materials:

(R)-((3aR,5S,6S,6aR)-6-hydroxy-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(phenyl)methyl cinnamate

cinnamoyl chloride

(3aR,5R,6S,6aR)-5-((R)-hydroxy(phenyl)methyl)-2,2-dimethyl-tetrahydrofuro[2,3-d][1,3]dioxole-6-ol

Cinnamoyl chloride

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