(9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-one

Base Information

Chemical Name:(9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-one
CAS No.:547739-25-3
Molecular Formula:C₃₃H₄₄O₇Si
Molecular Weight:580.794
Hs Code.:

(9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-one

Synonyms:(9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-one

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Chemical Property of (9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-one

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Technology Process of (9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-one

There total 12 articles about (9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-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: 39.0%

: 109-92-2,25104-37-4
ethyl vinyl ether

: 547739-22-0
2-(tert-Butyl-dimethyl-silanyloxy)-6-((1E,3E)-penta-1,3-dienyl)-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester

: 547739-25-3
(9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-one

Guidance literature:: 2-(tert-Butyl-dimethyl-silanyloxy)-6-((1E,3E)-penta-1,3-dienyl)-benzoic acid (Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyl ester; With ruthenium; In dichloromethane; for 1.16667h; Heating;

ethyl vinyl ether; In dichloromethane; at 20 ℃; for 0.166667h;
DOI:10.1021/ja034030o

Reference yield:

: tert-Butyl-{(Z)-(1S,2S)-1-[2-(4-methoxy-benzyloxy)-ethyl]-2-methoxymethoxy-hexa-3,5-dienyloxy}-dimethyl-silane

: 547739-25-3
(9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2.30 g / TBAF / tetrahydrofuran / 8 h / 20 °C

2.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

2.2: tetrahydrofuran / 1 h / 20 °C

2.3: 100 percent / imidazole / tetrahydrofuran / 3 h / 20 °C

3.1: ruthenium catalyst / CH₂Cl₂ / 1.17 h / Heating

3.2: 39 percent / CH₂Cl₂ / 0.17 h / 20 °C

With tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; ruthenium; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja034030o

Reference yield:

: (3S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-3-methoxymethoxy-hexane-1,2-diol

: 547739-25-3
(9Z,11Z,13E)-(7S,8S)-4-(tert-Butyl-dimethyl-silanyloxy)-7-[2-(4-methoxy-benzyloxy)-ethyl]-8-methoxymethoxy-7,8-dihydro-6-oxa-benzocyclododecen-5-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: Pb(OAc)4; K₂CO₃ / methanol / 0.25 h / 0 °C

2.1: 2.30 g / TBAF / tetrahydrofuran / 8 h / 20 °C

3.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

3.2: tetrahydrofuran / 1 h / 20 °C

3.3: 100 percent / imidazole / tetrahydrofuran / 3 h / 20 °C

4.1: ruthenium catalyst / CH₂Cl₂ / 1.17 h / Heating

4.2: 39 percent / CH₂Cl₂ / 0.17 h / 20 °C

With lead(IV) acetate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; potassium carbonate; ruthenium; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja034030o