(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 dimethylamide

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 dimethylamide
CAS No.:172320-52-4
Molecular Formula:C₃₆H₅₉NO₅Si₂
Molecular Weight:642.039
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 dimethylamide

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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 dimethylamide

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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 dimethylamide

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 dimethylamide 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:

: 172320-37-5
(E)-6-Iodo-hex-2-enoic acid dimethylamide

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

: 172320-52-4
(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 dimethylamide

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

: 172320-52-4
(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 dimethylamide

Guidance literature:: Multi-step reaction with 4 steps

1: NaI

2: SOCl₂

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

With thionyl chloride; triethyl borane; 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

: 172320-52-4
(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 dimethylamide

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