(E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene

Base Information

Chemical Name:(E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene
CAS No.:485386-74-1
Molecular Formula:C₅₁H₅₈O₁₀Si
Molecular Weight:859.101
Hs Code.:

(E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene

Synonyms:(E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene

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Chemical Property of (E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene

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Technology Process of (E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene

There total 6 articles about (E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene 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: 40.0%

: 485386-73-0
((2R,3S,4S,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-vinyl-tetrahydro-pyran-3-yloxy)-((2R,3R,4R,5R,6S)-4,5-bis-benzyloxy-6-methoxy-2-vinyl-tetrahydro-pyran-3-yloxy)-dimethyl-silane

: 485386-74-1
(E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene

Guidance literature:: Grubbs catalyst first generation; In dichloromethane; at 40 ℃;
DOI:10.1016/S0040-4039(02)01617-9

Reference yield:

: 118545-10-1
(2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran

: 485386-74-1
(E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene

Guidance literature:: Multi-step reaction with 5 steps

1.1: 95 percent / CSA / methanol / 0 °C

2.1: 77 percent / TBAF

3.1: nBuLi / hexane; tetrahydrofuran / -78 °C

3.2: -78 - 20 °C

3.3: 35 percent / imidazole / tetrahydrofuran / 20 °C

4.1: 40 percent / Grubbs catalyst / CH₂Cl₂ / 40 °C

With n-butyllithium; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; Grubbs catalyst first generation; In tetrahydrofuran; methanol; hexane; dichloromethane; 2.1: Swern oxidation;
DOI:10.1016/S0040-4039(02)01617-9

Reference yield:

: 236424-93-4
methyl 2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-hept-6-enopyranoside

: 485386-74-1
(E)-(1S,2R,3R,4aR,6aR,8S,9R,10R,10aR,13aS)-1,2,9,10-Tetrakis-benzyloxy-3-benzyloxymethyl-8-methoxy-12,12-dimethyl-1,2,3,4a,6a,8,9,10,10a,13a-decahydro-4,7,11,13-tetraoxa-12-sila-dibenzo[a,e]cyclononene

Guidance literature:: Multi-step reaction with 2 steps

1.1: nBuLi / hexane; tetrahydrofuran / -78 °C

1.2: -78 - 20 °C

1.3: 35 percent / imidazole / tetrahydrofuran / 20 °C

2.1: 40 percent / Grubbs catalyst / CH₂Cl₂ / 40 °C

With n-butyllithium; Grubbs catalyst first generation; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0040-4039(02)01617-9