(+)-methyl 2Z,4E-5-[(1S)-1-hydroxy-3-iodo-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate

Base Information

Chemical Name:(+)-methyl 2Z,4E-5-[(1S)-1-hydroxy-3-iodo-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate
CAS No.:260964-00-9
Molecular Formula:C₁₆H₂₁IO₄
Molecular Weight:404.245
Hs Code.:

Synonyms:(+)-methyl 2Z,4E-5-[(1S)-1-hydroxy-3-iodo-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate

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Chemical Property of (+)-methyl 2Z,4E-5-[(1S)-1-hydroxy-3-iodo-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate

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Technology Process of (+)-methyl 2Z,4E-5-[(1S)-1-hydroxy-3-iodo-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate

There total 4 articles about (+)-methyl 2Z,4E-5-[(1S)-1-hydroxy-3-iodo-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate 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: 44.0%

: 196697-15-1
(+)-2Z,4E-5-[(1S)-3-bromo-1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoic acid methyl ester

: 260964-00-9
(+)-methyl 2Z,4E-5-[(1S)-1-hydroxy-3-iodo-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate

Guidance literature:: With copper(l) iodide; potassium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 150 ℃; for 0.7h;
DOI:10.1016/S0031-9422(99)00444-6

Reference yield:

: 164854-64-2
(+)-2',3'-dihydro-2'α,3'α-epoxyabscisic acid

: 260964-00-9
(+)-methyl 2Z,4E-5-[(1S)-1-hydroxy-3-iodo-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate

Guidance literature:: Multi-step reaction with 4 steps

1: 36 percent / aq. HBr / methanol / 1.3 h / 18 °C

2: 23 percent / aq. HBr / methanol / 3.7 h / 20 °C

3: 57 mg

4: 44 percent / KI; CuI / hexamethylphosphoric acid triamide / 0.7 h / 150 °C

With copper(l) iodide; hydrogen bromide; potassium iodide; In methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; 1: Addition / 2: Dehydration / 3: Methylation / 4: Substitution;
DOI:10.1016/S0031-9422(99)00444-6

Reference yield:

: 260963-93-7
(+)-2Z,4E-5-[(1S)-3-bromo-1-hydroxy-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoic acid

: 260964-00-9
(+)-methyl 2Z,4E-5-[(1S)-1-hydroxy-3-iodo-2,6,6-trimethyl-4-oxo-2-cyclohexen-1-yl]-3-methyl-2,4-pentadienoate

Guidance literature:: Multi-step reaction with 2 steps

1: 57 mg

2: 44 percent / KI; CuI / hexamethylphosphoric acid triamide / 0.7 h / 150 °C

With copper(l) iodide; potassium iodide; In N,N,N,N,N,N-hexamethylphosphoric triamide; 1: Methylation / 2: Substitution;
DOI:10.1016/S0031-9422(99)00444-6