6-((Z)-4-benzyloxy-3-iodobut-2-en-1-yl)-3-isobutoxy-6-methylcyclohex-2-en-1-one

Base Information

Chemical Name:6-((Z)-4-benzyloxy-3-iodobut-2-en-1-yl)-3-isobutoxy-6-methylcyclohex-2-en-1-one
CAS No.:375384-96-6
Molecular Formula:C₂₂H₂₉IO₃
Molecular Weight:468.375
Hs Code.:

Synonyms:6-((Z)-4-benzyloxy-3-iodobut-2-en-1-yl)-3-isobutoxy-6-methylcyclohex-2-en-1-one

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Chemical Property of 6-((Z)-4-benzyloxy-3-iodobut-2-en-1-yl)-3-isobutoxy-6-methylcyclohex-2-en-1-one

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Technology Process of 6-((Z)-4-benzyloxy-3-iodobut-2-en-1-yl)-3-isobutoxy-6-methylcyclohex-2-en-1-one

There total 4 articles about 6-((Z)-4-benzyloxy-3-iodobut-2-en-1-yl)-3-isobutoxy-6-methylcyclohex-2-en-1-one 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: 78.0%

: 60067-95-0
6-methyl-3-(2-methylpropoxy)cyclohex-2-en-1-one

: 375384-88-6
(Z)-1-benzyloxy-4-bromo-2-iodobut-2-ene

: 375384-96-6
6-((Z)-4-benzyloxy-3-iodobut-2-en-1-yl)-3-isobutoxy-6-methylcyclohex-2-en-1-one

Guidance literature:: 6-methyl-3-(2-methylpropoxy)cyclohex-2-en-1-one; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃;

(Z)-1-benzyloxy-4-bromo-2-iodobut-2-ene; In tetrahydrofuran; at -78 - 20 ℃; Further stages.;
DOI:10.1021/ol016288u

Reference yield:

: 149125-61-1
methyl 4-(benzyloxy)-2-butynoate

: 375384-96-6
6-((Z)-4-benzyloxy-3-iodobut-2-en-1-yl)-3-isobutoxy-6-methylcyclohex-2-en-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / NaI; AcOH / 1.5 h / 115 °C

2.1: 92 percent / DIBALH / diethyl ether / 0.5 h / 0 °C

3.1: 56 percent / PPh₃*Br₂; imidazole / CH₂Cl₂

4.1: LDA / tetrahydrofuran / -78 - 20 °C

4.2: 78 percent / tetrahydrofuran / -78 - 20 °C

With 1H-imidazole; diisobutylaluminium hydride; acetic acid; triphenylphosphine dibromide 1:1 addition complex; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ol016288u

Reference yield:

: 196495-55-3
(Z)-4-benzyloxy-3-iodo-2-buten-1-ol

: 375384-96-6
6-((Z)-4-benzyloxy-3-iodobut-2-en-1-yl)-3-isobutoxy-6-methylcyclohex-2-en-1-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: 56 percent / PPh₃*Br₂; imidazole / CH₂Cl₂

2.1: LDA / tetrahydrofuran / -78 - 20 °C

2.2: 78 percent / tetrahydrofuran / -78 - 20 °C

With 1H-imidazole; triphenylphosphine dibromide 1:1 addition complex; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ol016288u