Undec-10-enoic acid (R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pent-4-enyl ester

Base Information

• Chemical Name: Undec-10-enoic acid (R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pent-4-enyl ester
• CAS No.: 209849-13-8
• Molecular Formula: C₃₀H₄₄O₆
• Molecular Weight: 500.676
• Mol file: 209849-13-8.mol

Synonyms:Undec-10-enoic acid (R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pent-4-enyl ester

Chemical Property of Undec-10-enoic acid (R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pent-4-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Undec-10-enoic acid (R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pent-4-enyl ester

There total 1 articles about Undec-10-enoic acid (R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pent-4-enyl 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:

10-undecenoic acid (112-38-9) + 1(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)pent-4-en-1-ol (209849-11-6) → Undec-10-enoic acid (R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pent-4-enyl ester (209849-13-8)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In diethyl ether; Yield given;

DOI:10.1016/S0040-4039(98)00692-3

Reference yield: 46.0%

Undec-10-enoic acid (R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pent-4-enyl ester (209849-13-8) → (11Z,26Z)-(15R,30R)-15,30-Bis-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1,16-dioxa-cyclotriaconta-11,26-diene-2,17-dione + (5Z,20Z)-(2R,9R)-2,9-Bis-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-1,10-dioxa-cyclotriaconta-5,20-diene-11,30-dione + (Z)-(R)-15-((5R,6S)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-oxacyclopentadec-11-en-2-one

Guidance literature:

With Grubbs catalyst first generation; In dichloromethane; at 20 ℃; for 30h; Yields of byproduct given;

DOI:10.1016/S0040-4039(98)00692-3

Reference yield:

Undec-10-enoic acid (R)-1-((3aR,5R,6S,6aR)-6-benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-pent-4-enyl ester (209849-13-8) → (E)-(R)-14-((3aR,5R,6S,6aR)-6-Benzyloxy-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-14-hydroxy-tetradec-10-enoic acid methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: bis(tricyclohexyl-phosphine)benzylidene ruthenium / CH₂Cl₂ / 30 h / 20 °C

2: 99 percent

With Grubbs catalyst first generation; In dichloromethane;

DOI:10.1016/S0040-4039(98)00692-3

upstream raw materials:

10-undecenoic acid

1(1R)-1-((3aR,6S,6aR)-6-(benzyloxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)pent-4-en-1-ol