(5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-isopropylidenedioxydodeca-1,11-diene

Base Information

• Chemical Name: (5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-isopropylidenedioxydodeca-1,11-diene
• CAS No.: 197365-66-5
• Molecular Formula: C₃₁H₃₈O₆
• Molecular Weight: 506.639
• Mol file: 197365-66-5.mol

Synonyms:(5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-isopropylidenedioxydodeca-1,11-diene

Chemical Property of (5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-isopropylidenedioxydodeca-1,11-diene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-isopropylidenedioxydodeca-1,11-diene

There total 2 articles about (5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-isopropylidenedioxydodeca-1,11-diene 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: 97.0%

benzoyl chloride (98-88-4) + (5R,6R,7R,8R)-2,11-dimethyl-5,8-dihydroxy-6,7-isopropylidenedioxydodeca-1,11-diene (197365-65-4) → (5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-isopropylidenedioxydodeca-1,11-diene (197365-66-5)

Guidance literature:

With triethylamine;

DOI:10.1016/S0040-4039(01)01624-0

Reference yield:

1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol (63700-05-0) → (5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-isopropylidenedioxydodeca-1,11-diene (197365-66-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Mg / tetrahydrofuran

1.2: 83 percent / tetrahydrofuran / 1 h / 20 °C

2.1: 97 percent / pyridine / 20 °C

With pyridine; magnesium; In tetrahydrofuran;

DOI:10.1039/b107085a

Reference yield: 100.0%

(5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-isopropylidenedioxydodeca-1,11-diene (197365-66-5) → C28H34O6 (394739-02-7)

Guidance literature:

With perchloric acid; water;

DOI:10.1016/S0040-4039(01)01624-0

upstream raw materials:

benzoyl chloride

(5R,6R,7R,8R)-2,11-dimethyl-5,8-dihydroxy-6,7-isopropylidenedioxydodeca-1,11-diene

1,2;5,6-dianhydro-3,4-O-isopropylidene-D-mannitol

Downstream raw materials:

(5R,6R,7R,8R)-2,11-dimethyl-5,8-bis(benzoyloxy)-6,7-dihydroxydodeca-1,11-diene

C₂₈H₃₄O₆

(2R)-2-benzoyloxy-5-methylhex-5-enal

(3R,4R)-3-hydroxy-2-benzoyloxycyclohexanone