(2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-one

Base Information

Chemical Name:(2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-one
CAS No.:1613221-27-4
Molecular Formula:C₂₇H₄₀INO₅
Molecular Weight:585.523
Hs Code.:

Synonyms:(2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-one

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Chemical Property of (2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-one

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Technology Process of (2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-one

There total 1 articles about (2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-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: 93.0%

: 922166-82-3
N,N-diallyl-3-bromo-2,5-dimethoxyaniline

: 1613221-26-3
(2S,4S,5R,E)-8-iodo-N,4,5-trimethoxy-N,2-dimethylnon-7-enamide

: 1613221-27-4
(2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-one

Guidance literature:: N,N-diallyl-3-bromo-2,5-dimethoxyaniline; With tert.-butyl lithium; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

(2S,4S,5R,E)-8-iodo-N,4,5-trimethoxy-N,2-dimethylnon-7-enamide; In tetrahydrofuran; at -78 - -70 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol5012899

Reference yield: 86.0%

: 1613221-27-4
(2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-one

: 1613221-28-5
(1R,2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-ol

Guidance literature:: (2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-one; With (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In toluene; at 0 ℃; for 0.166667h; Inert atmosphere;

With benzo[1,3,2]dioxaborole; In tetrahydrofuran; toluene; at 0 ℃; for 14h;
DOI:10.1021/ol5012899

Reference yield:

: 1613221-27-4
(2S,4S,5R,6S,E)-1-(3-(diallylamino)-2,5-dimethoxyphenyl)-8-iodo-4,5-dimethoxy-2,6-dimethylnon-7-en-1-one

: 1613221-36-5
(2E,4Z,6S,7S,8E,10S,11R,12S,14S,15R)-allyl 15-(3-(diallylamino)-2,5-dimethoxyphenyl)-7-hydroxy-6,11,12,15-tetramethoxy-2,8,10,14-tetramethylpentadeca-2,4,8-trienoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / toluene / 0.17 h / 0 °C / Inert atmosphere

1.2: 14 h / 0 °C

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide / 2 h / 0 - 20 °C / Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.5 h / -78 °C / Inert atmosphere

3.2: 0.25 h / -78 °C

3.3: 0.25 h / -78 - -70 °C

With tert.-butyl lithium; sodium hydride; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; pentane;
DOI:10.1021/ol5012899