[2-benzyloxy-3-(2,2,11-trimethyldecahydro-1,3,5,9-tetraoxabenzo[a]cyclopenta[e]cycloocten-4-yl)propoxy]-tert-butyldiphenyl silane

Base Information

Chemical Name:[2-benzyloxy-3-(2,2,11-trimethyldecahydro-1,3,5,9-tetraoxabenzo[a]cyclopenta[e]cycloocten-4-yl)propoxy]-tert-butyldiphenyl silane
CAS No.:272787-71-0
Molecular Formula:C₄₀H₅₄O₆Si
Molecular Weight:658.951
Hs Code.:

Synonyms:[2-benzyloxy-3-(2,2,11-trimethyldecahydro-1,3,5,9-tetraoxabenzo[a]cyclopenta[e]cycloocten-4-yl)propoxy]-tert-butyldiphenyl silane

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Chemical Property of [2-benzyloxy-3-(2,2,11-trimethyldecahydro-1,3,5,9-tetraoxabenzo[a]cyclopenta[e]cycloocten-4-yl)propoxy]-tert-butyldiphenyl silane

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Technology Process of [2-benzyloxy-3-(2,2,11-trimethyldecahydro-1,3,5,9-tetraoxabenzo[a]cyclopenta[e]cycloocten-4-yl)propoxy]-tert-butyldiphenyl silane

There total 6 articles about [2-benzyloxy-3-(2,2,11-trimethyldecahydro-1,3,5,9-tetraoxabenzo[a]cyclopenta[e]cycloocten-4-yl)propoxy]-tert-butyldiphenyl silane 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: 93.0%

: 67-64-1
acetone

: 272787-70-9
6-[2-benzyloxy-3-(tert-butyldiphenylsilyloxy)propyl]-9-methyldecahydro-1,5-dioxabenzocyclooctene-7,8-diol

: 272787-71-0
[2-benzyloxy-3-(2,2,11-trimethyldecahydro-1,3,5,9-tetraoxabenzo[a]cyclopenta[e]cycloocten-4-yl)propoxy]-tert-butyldiphenyl silane

Guidance literature:: With toluene-4-sulfonic acid; at 20 ℃;
DOI:10.1055/s-2000-6507

Reference yield:

: (S)-1-(tert-Butyl-diphenyl-silanyloxy)-3-((Z)-(4aS,6R,9S,10aR)-9-methyl-2,3,4,4a,6,9,10,10a-octahydro-1,5-dioxa-benzocycloocten-6-yl)-propan-2-ol

: 272787-71-0
[2-benzyloxy-3-(2,2,11-trimethyldecahydro-1,3,5,9-tetraoxabenzo[a]cyclopenta[e]cycloocten-4-yl)propoxy]-tert-butyldiphenyl silane

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / NaH / dimethylformamide / -40 - 20 °C

2: 80 percent / NMO; OsO₄ / acetone; H₂O / 20 °C

3: 93 percent / TsOH*H₂O / 0.33 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; sodium hydride; toluene-4-sulfonic acid; In water; N,N-dimethyl-formamide; acetone; 1: Alkylation / 2: Oxidation / 3: Cyclization;
DOI:10.1016/S0040-4020(00)00467-1

Reference yield:

: acetic acid 1-(tert-butyldiphenylsilyloxymethyl)-2-(9-methyl-2,3,4,4a,6,9,10,10a-octahydro-1,5-dioxabenzocycloocten-6-yl)ethyl ester

: 272787-71-0
[2-benzyloxy-3-(2,2,11-trimethyldecahydro-1,3,5,9-tetraoxabenzo[a]cyclopenta[e]cycloocten-4-yl)propoxy]-tert-butyldiphenyl silane

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / K₂CO₃ / methanol / 2 h / 20 °C

2: 82 percent / NaH / dimethylformamide / -40 - 20 °C

3: 80 percent / NMO; OsO₄ / acetone; H₂O / 20 °C

4: 93 percent / TsOH*H₂O / 0.33 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; In methanol; water; N,N-dimethyl-formamide; acetone; 1: Deacetylation / 2: Alkylation / 3: Oxidation / 4: Cyclization;
DOI:10.1016/S0040-4020(00)00467-1