(E)-7-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-but-1-ynyl]-5-oxo-cyclopentyl}-hept-2-enoic acid amide

Base Information

Chemical Name:(E)-7-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-but-1-ynyl]-5-oxo-cyclopentyl}-hept-2-enoic acid amide
CAS No.:172320-45-5
Molecular Formula:C₃₄H₅₅NO₅Si₂
Molecular Weight:613.985
Hs Code.:

(E)-7-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-but-1-ynyl]-5-oxo-cyclopentyl}-hept-2-enoic acid amide

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Chemical Property of (E)-7-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-but-1-ynyl]-5-oxo-cyclopentyl}-hept-2-enoic acid amide

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Technology Process of (E)-7-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-but-1-ynyl]-5-oxo-cyclopentyl}-hept-2-enoic acid amide

There total 6 articles about (E)-7-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-but-1-ynyl]-5-oxo-cyclopentyl}-hept-2-enoic acid amide 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:

: 172320-30-8
(E)-6-Iodo-hex-2-enoic acid amide

: (3R,4R)-2-methylene-3-[(3R)-3-(t-butyldimethylsiloxy)-4-phenoxy-1-butynyl]-4-(t-butyldimethylsiloxy)cyclopentan-1-one

: 172320-45-5
(E)-7-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-but-1-ynyl]-5-oxo-cyclopentyl}-hept-2-enoic acid amide

Guidance literature:: With triethyl borane; tri-n-butyl-tin hydride; In hexane; toluene; at 0 ℃; for 4h;
DOI:10.1016/S0968-0896(99)00288-6

Reference yield:

: 107408-36-6
(E)-6-chloro-2-hexenoic acid

: 172320-45-5
(E)-7-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-but-1-ynyl]-5-oxo-cyclopentyl}-hept-2-enoic acid amide

Guidance literature:: Multi-step reaction with 4 steps

1: NaI

2: SOCl₂

3: NH₃

4: n-Bu₃SnH; Et₃B / toluene; hexane / 4 h / 0 °C

With thionyl chloride; triethyl borane; ammonia; tri-n-butyl-tin hydride; sodium iodide; In hexane; toluene; 1: Substitution / 2: Substitution / 3: Substitution / 4: Addition;
DOI:10.1016/S0968-0896(99)00288-6

Reference yield:

: 117254-07-6
(4R)-2-(N,N-diethylamino)methyl-4-(t-butyldimethylsiloxy)-cyclopent-2-en-1-ol

: 172320-45-5
(E)-7-{(1R,2S,3R)-3-(tert-Butyl-dimethyl-silanyloxy)-2-[(R)-3-(tert-butyl-dimethyl-silanyloxy)-4-phenoxy-but-1-ynyl]-5-oxo-cyclopentyl}-hept-2-enoic acid amide

Guidance literature:: Multi-step reaction with 2 steps

1.1: n-BuLi / toluene; hexane / 0.5 h

1.2: Et₂AlCl / hexane / 0.5 h / 20 °C

1.3: 3.27 g / toluene / 0.25 h / 20 °C

2.1: n-Bu₃SnH; Et₃B / toluene; hexane / 4 h / 0 °C

With n-butyllithium; triethyl borane; tri-n-butyl-tin hydride; In hexane; toluene; 1.1: Metallation / 1.2: Metallation / 1.3: Substitution / 2.1: Addition;
DOI:10.1016/S0968-0896(99)00288-6