((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone

Base Information

• Chemical Name: ((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone
• CAS No.: 1123212-64-5
• Molecular Formula: C₂₄H₂₈O₅
• Molecular Weight: 396.483

Synonyms:((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone

Chemical Property of ((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone

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Technology Process of ((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone

There total 2 articles about ((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone 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: 84.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + 1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one (1123212-76-9) → ((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone (1123212-64-5)

Guidance literature:

1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one; With zinc(II) chloride; In dichloromethane; at -78 ℃; for 0.25h; Inert atmosphere;

cyclopenta-1,3-diene; In dichloromethane; at -78 ℃; optical yield given as %de; stereoselective reaction; Inert atmosphere;

DOI:10.1021/jo802077t

Reference yield: 62.0%

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) + 1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one (1123212-76-9) → ((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone (1123212-62-3) + ((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone (1123212-64-5)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; optical yield given as %de; Inert atmosphere;

DOI:10.1021/jo802077t

Reference yield:

ethene (74-85-1) + ((3aR,5S,6S,6aR)-6-(benzyloxy)dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-ol][1,3]dioxol-5-yl)(bicyclo[2.2.1]hept-5-en-2-yl)methanone (1123212-64-5) → C26H32O5 (1123212-72-5)

Guidance literature:

With Grubbs catalyst first generation; In dichloromethane; at -78 ℃;

DOI:10.1021/jo802077t

upstream raw materials:

cyclopenta-1,3-diene

1-((3aR,5S,6S,6aR)-6-(benzyloxy)-dihydro-2,2-dimethyl-6-vinyl-5H-furo[3,2-d][1,3]dioxol-5yl)prop-2-en-1-one

Downstream raw materials:

C₂₆H₃₂O₅

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