3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol

Base Information

Chemical Name:3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol
CAS No.:203925-43-3
Molecular Formula:C₃₀H₄₄O₇Si
Molecular Weight:544.761
Hs Code.:

Synonyms:3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol

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Chemical Property of 3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol

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Technology Process of 3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol

There total 8 articles about 3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol 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: 87.0%

: 203925-41-1
[(2R,4aR,6R,7R,8R,8aR)-6-Allyl-8-benzyloxy-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yloxy]-tert-butyl-dimethyl-silane

: 203925-43-3
3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol

Guidance literature:: With 9-borabicyclo[3.3.1]nonane dimer; dihydrogen peroxide;
DOI:10.1021/ja973287h

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 203925-43-3
3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1: (+/-)-camphorsulfonic acid, 4 Angstroem molecular sieves / CH₂Cl₂ / 3.5 h / Ambient temperature

2: 93 percent / Et₃N

3: 87 percent / 9-BBN, H₂O₂

With 9-borabicyclo[3.3.1]nonane dimer; 4 A molecular sieve; camphor-10-sulfonic acid; dihydrogen peroxide; triethylamine; In dichloromethane;
DOI:10.1021/ja973287h

Reference yield:

: 74410-51-8
methyl 4,6-O-benzylidene-3-O-benzyl-α-D-altropyranoside

: 203925-43-3
3-[(2R,4aR,6R,7R,8R,8aR)-8-Benzyloxy-7-(tert-butyl-dimethyl-silanyloxy)-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-propan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 91 percent / TsOH / methanol

2: acetonitrile / 2.5 h / 70 - 80 °C

3: TMSOTf / acetonitrile / 12 h / Ambient temperature

4: (+/-)-camphorsulfonic acid, 4 Angstroem molecular sieves / CH₂Cl₂ / 3.5 h / Ambient temperature

5: 93 percent / Et₃N

6: 87 percent / 9-BBN, H₂O₂

With 9-borabicyclo[3.3.1]nonane dimer; trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; camphor-10-sulfonic acid; dihydrogen peroxide; toluene-4-sulfonic acid; triethylamine; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/ja973287h