((2R,4aR,6R,7S,8aR,9aS,10aS)-7-Allyl-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

Base Information

Chemical Name:((2R,4aR,6R,7S,8aR,9aS,10aS)-7-Allyl-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane
CAS No.:629645-67-6
Molecular Formula:C₂₈H₄₄O₅Si
Molecular Weight:488.74
Hs Code.:

Synonyms:((2R,4aR,6R,7S,8aR,9aS,10aS)-7-Allyl-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

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Chemical Property of ((2R,4aR,6R,7S,8aR,9aS,10aS)-7-Allyl-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

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Technology Process of ((2R,4aR,6R,7S,8aR,9aS,10aS)-7-Allyl-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

There total 3 articles about ((2R,4aR,6R,7S,8aR,9aS,10aS)-7-Allyl-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-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:

: 1779-49-3
Methyltriphenylphosphonium bromide

: [(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-acetaldehyde

: 629645-67-6
((2R,4aR,6R,7S,8aR,9aS,10aS)-7-Allyl-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/j.tetlet.2003.09.003

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 629645-67-6
((2R,4aR,6R,7S,8aR,9aS,10aS)-7-Allyl-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 20 °C

2.1: 9-BBN / tetrahydrofuran / 20 °C

2.2: 89 percent / aq. NaOH; H₂O₂ / tetrahydrofuran / 0 °C

3.1: (COCl)2; DMSO / CH₂Cl₂ / -78 °C

3.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

4.1: NaHMDS / tetrahydrofuran / 0 °C

With 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 3.1: Swern oxidation / 4.1: Wittig reaction;
DOI:10.1016/j.tetlet.2003.09.003

Reference yield:

: 629645-66-5
2-[(2R,4aR,6R,7S,8aR,9aS,10aS)-6-(tert-Butyl-dimethyl-silanyloxy)-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-7-yl]-ethanol

: 629645-67-6
((2R,4aR,6R,7S,8aR,9aS,10aS)-7-Allyl-4a,7,10a-trimethyl-2-phenyl-octahydro-1,3,8,10-tetraoxa-anthracen-6-yloxy)-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 2 steps

1.1: (COCl)2; DMSO / CH₂Cl₂ / -78 °C

1.2: Et₃N / CH₂Cl₂ / -78 - 20 °C

2.1: NaHMDS / tetrahydrofuran / 0 °C

With oxalyl dichloride; sodium hexamethyldisilazane; dimethyl sulfoxide; In tetrahydrofuran; dichloromethane; 1.1: Swern oxidation / 2.1: Wittig reaction;
DOI:10.1016/j.tetlet.2003.09.003