5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl ester

Base Information

• Chemical Name: 5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl ester
• CAS No.: 852402-27-8
• Molecular Formula: C₂₆H₃₄O₆
• Molecular Weight: 442.552
• Mol file: 852402-27-8.mol

Synonyms:5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl ester

Chemical Property of 5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl ester

There total 1 articles about 5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl 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: 86.0%

(4E,8E)-methyl 2-methoxycarbonyl-5,9-dimethyldeca-4,8-dienoate (72444-93-0) + 4-bromobut-2E-enoic acid benzyl ester (852402-28-9) → 5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl ester (852402-27-8)

Guidance literature:

(4E,8E)-methyl 2-methoxycarbonyl-5,9-dimethyldeca-4,8-dienoate; With sodium hydride; In tetrahydrofuran; at 0 ℃;

4-bromobut-2E-enoic acid benzyl ester; In tetrahydrofuran; for 16h;

DOI:10.1021/ja042595u

Reference yield: 87.0%

5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl ester (852402-27-8) → 5-(6,7-dihydroxy-3,7-dimethyloct-2E-enyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-methyl ester (852402-33-6)

Guidance literature:

With AD-mix-α; methanesulfonamide; In water; tert-butyl alcohol; at 0 ℃; for 14h;

DOI:10.1021/ja042595u

Reference yield:

5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl ester (852402-27-8) → 5-methoxycarbonyl-5-(3-methyl-6-oxohex-2E-enyl)hex-2E-enedioic acid 1-benzyl ester 6-methyl ester (852402-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 87 percent / AD-Mix α(TM); CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 14 h / 0 °C

2: 89 percent / aq. NaIO₄ / tetrahydrofuran / 17 h

With sodium periodate; AD-mix-α; methanesulfonamide; In tetrahydrofuran; water; tert-butyl alcohol;

DOI:10.1021/ja042595u

upstream raw materials:

(4E,8E)-methyl 2-methoxycarbonyl-5,9-dimethyldeca-4,8-dienoate

4-bromobut-2E-enoic acid benzyl ester

Downstream raw materials:

5-(6,7-dihydroxy-3,7-dimethyloct-2E-enyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-methyl ester

5-methoxycarbonyl-5-(3-methyl-6-oxohex-2E-enyl)hex-2E-enedioic acid 1-benzyl ester 6-methyl ester

5-(7-iodo-3-methylhepta-2E,6Z-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-methyl ester