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

Base Information

Chemical Name:5-(7-iodo-3-methylhepta-2E,6Z-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-methyl ester
CAS No.:852402-40-5
Molecular Formula:C₂₄H₂₉IO₆
Molecular Weight:540.395
Hs Code.:

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

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

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

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

: 852402-36-9
5-methoxycarbonyl-5-(3-methyl-6-oxohex-2E-enyl)hex-2E-enedioic acid 1-benzyl ester 6-methyl ester

: 3020-28-8
(iodomethyl)triphenylphosphonium iodide

: 852402-40-5
5-(7-iodo-3-methylhepta-2E,6Z-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-methyl ester

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

Guidance literature:: (iodomethyl)triphenylphosphonium iodide; With sodium hexamethyldisilazane; In tetrahydrofuran; at 20 ℃; for 0.5h;

5-methoxycarbonyl-5-(3-methyl-6-oxohex-2E-enyl)hex-2E-enedioic acid 1-benzyl ester 6-methyl ester; In tetrahydrofuran; at -78 - 20 ℃; Title compound not separated from byproducts;
DOI:10.1021/ja042595u

Reference yield:

: 852402-27-8
5-(3,7-dimethylocta-2E,6-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-dimethyl ester

: 852402-40-5
5-(7-iodo-3-methylhepta-2E,6Z-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: 87 percent / AD-Mix α(TM); CH3SO2NH2 / 2-methyl-propan-2-ol; H2O / 14 h / 0 °C

2.1: 89 percent / aq. NaIO₄ / tetrahydrofuran / 17 h

3.1: NaHMDS / tetrahydrofuran / 0.5 h / 20 °C

3.2: tetrahydrofuran / -78 - 20 °C

With sodium periodate; AD-mix-α; methanesulfonamide; sodium hexamethyldisilazane; In tetrahydrofuran; water; tert-butyl alcohol; 3.2: Wittig olefination;
DOI:10.1021/ja042595u

Reference yield:

: 852402-33-6
5-(6,7-dihydroxy-3,7-dimethyloct-2E-enyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-methyl ester

: 852402-40-5
5-(7-iodo-3-methylhepta-2E,6Z-dienyl)-5-methoxycarbonylhex-2E-enedioic acid 1-benzyl ester 6-methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 89 percent / aq. NaIO₄ / tetrahydrofuran / 17 h

2.1: NaHMDS / tetrahydrofuran / 0.5 h / 20 °C

2.2: tetrahydrofuran / -78 - 20 °C

With sodium periodate; sodium hexamethyldisilazane; In tetrahydrofuran; 2.2: Wittig olefination;
DOI:10.1021/ja042595u