(2E,4S,5S,8E)-ethyl 4-(tert-butyldimethylsilyloxy)-8-(1-(1-(4-methoxyphenyl)ethyl)pyrrolidin-2-ylidene)-5-methyl-7-oxooct-2-enoate

Base Information

Chemical Name:(2E,4S,5S,8E)-ethyl 4-(tert-butyldimethylsilyloxy)-8-(1-(1-(4-methoxyphenyl)ethyl)pyrrolidin-2-ylidene)-5-methyl-7-oxooct-2-enoate
CAS No.:1131783-54-4
Molecular Formula:C₃₀H₄₇NO₅Si
Molecular Weight:529.792
Hs Code.:

Synonyms:(2E,4S,5S,8E)-ethyl 4-(tert-butyldimethylsilyloxy)-8-(1-(1-(4-methoxyphenyl)ethyl)pyrrolidin-2-ylidene)-5-methyl-7-oxooct-2-enoate

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Chemical Property of (2E,4S,5S,8E)-ethyl 4-(tert-butyldimethylsilyloxy)-8-(1-(1-(4-methoxyphenyl)ethyl)pyrrolidin-2-ylidene)-5-methyl-7-oxooct-2-enoate

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Technology Process of (2E,4S,5S,8E)-ethyl 4-(tert-butyldimethylsilyloxy)-8-(1-(1-(4-methoxyphenyl)ethyl)pyrrolidin-2-ylidene)-5-methyl-7-oxooct-2-enoate

There total 12 articles about (2E,4S,5S,8E)-ethyl 4-(tert-butyldimethylsilyloxy)-8-(1-(1-(4-methoxyphenyl)ethyl)pyrrolidin-2-ylidene)-5-methyl-7-oxooct-2-enoate 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: 65.0%

: 1131783-52-2
(3S,4S,E)-4-((tert-butyldimethylsilyl)oxy)-7-ethoxy-3-methyl-7-oxohept-5-enoic acid

: 1417600-97-5
C₂₆H₄₅NOSn

: 1131783-54-4
(2E,4S,5S,8E)-ethyl 4-(tert-butyldimethylsilyloxy)-8-(1-(1-(4-methoxyphenyl)ethyl)pyrrolidin-2-ylidene)-5-methyl-7-oxooct-2-enoate

Guidance literature:: (3S,4S,E)-4-((tert-butyldimethylsilyl)oxy)-7-ethoxy-3-methyl-7-oxohept-5-enoic acid; With oxalyl dichloride; N,N-dimethyl-formamide; In dichloromethane;

C₂₆H₄₅NOSn; In dichloromethane;
DOI:10.1021/jo302333s

Reference yield:

: (E)-N-(1-(4-methoxyphenyl)ethylidene)pent-4-yn-1-amine

: 1131783-54-4
(2E,4S,5S,8E)-ethyl 4-(tert-butyldimethylsilyloxy)-8-(1-(1-(4-methoxyphenyl)ethyl)pyrrolidin-2-ylidene)-5-methyl-7-oxooct-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: 2,2'-azobis(isobutyronitrile) / benzine / 85 °C

2: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane

With oxalyl dichloride; 2,2'-azobis(isobutyronitrile); N,N-dimethyl-formamide; In benzine; dichloromethane;
DOI:10.1021/jo302333s

Reference yield:

: 1131783-48-6
(4R,5S,E)-ethyl 4-hydroxy-5-methylhepta-2,6-dienoate

: 1131783-54-4
(2E,4S,5S,8E)-ethyl 4-(tert-butyldimethylsilyloxy)-8-(1-(1-(4-methoxyphenyl)ethyl)pyrrolidin-2-ylidene)-5-methyl-7-oxooct-2-enoate

Guidance literature:: Multi-step reaction with 5 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 0 - 20 °C

2: dimethyl sulfide borane; 2-methyl-but-2-ene / tetrahydrofuran / 4 h / 0 °C / Inert atmosphere

3: Dess-Martin periodane / dichloromethane / 2 h / 20 °C / Inert atmosphere

4: sodium chlorite; 2-methyl-but-2-ene; sodium dihydrogen phosphate monohydrate / water; acetonitrile; tert-butyl alcohol / 3.5 h / 0 °C / Inert atmosphere

5: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane

With 1H-imidazole; sodium chlorite; sodium dihydrogen phosphate monohydrate; 2-methyl-but-2-ene; oxalyl dichloride; dimethyl sulfide borane; Dess-Martin periodane; N,N-dimethyl-formamide; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1021/jo302333s