((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane

Base Information

Chemical Name:((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane
CAS No.:188048-35-3
Molecular Formula:C₃₁H₄₀O₄Si
Molecular Weight:504.742
Hs Code.:

Synonyms:((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane

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Chemical Property of ((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane

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Technology Process of ((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane

There total 9 articles about ((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-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: 85.0%

: 77-76-9
2,2-dimethoxy-propane

: 178860-79-2
(2R,4S)-1-Benzyloxy-5-(tert-butyl-diphenyl-silanyloxy)-pentane-2,4-diol

: 188048-35-3
((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: With camphor-10-sulfonic acid; In acetone; at 0 ℃; for 5h;
DOI:10.1055/s-1997-732

Reference yield:

: 79629-41-7
(((2-bromoallyl)oxy)methyl)benzene

: 188048-35-3
((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 57 percent / Pd(OAc)2, LiCl, Bu₄NCl, K₂CO₃ / dimethylformamide / 2 h / 90 °C

2: 65 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

3: 89 percent / Ti(OiPr)4, L-(+)-diisopropyltartrate, t-BuOOH, molecular sieves 4 Angstroem / CH₂Cl₂ / -25 deg C, 15 min; -20 deg C, 4 h

4: 90 percent / imidazole / tetrahydrofuran / 0 deg C, 3 h, RT, 12 h

5: 81 percent / O₃, PPh₃ / CH₂Cl₂ / -78 deg C, 2 h, RT, 12 h

6: 60 percent / Zn powder, cp2TiCl₂, 1,4-cyclohexadiene / tetrahydrofuran / 1.33 h / Ambient temperature

7: 1.) Et₃B, 2.) NaBH₄ / 1.) MeOH, THF, RT, 1 h, -78 deg C, 1 h, 2.) MeOH, THF, 12 h

8: 85 percent / camphor sulfonic acid / acetone / 5 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; palladium diacetate; sodium tetrahydroborate; L-(+)-diisopropyl tartrate; triethyl borane; cyclohexa-1,4-diene; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl-ammonium chloride; diisobutylaluminium hydride; potassium carbonate; ozone; triphenylphosphine; lithium chloride; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1055/s-1997-732

Reference yield:

: 931407-65-7
4-(benzyloxymethyl)penta-2,4-dien-1-ol

: 188048-35-3
((4R,6S)-6-Benzyloxymethyl-2,2-dimethyl-[1,3]dioxan-4-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 89 percent / Ti(OiPr)4, L-(+)-diisopropyltartrate, t-BuOOH, molecular sieves 4 Angstroem / CH₂Cl₂ / -25 deg C, 15 min; -20 deg C, 4 h

2: 90 percent / imidazole / tetrahydrofuran / 0 deg C, 3 h, RT, 12 h

3: 81 percent / O₃, PPh₃ / CH₂Cl₂ / -78 deg C, 2 h, RT, 12 h

4: 60 percent / Zn powder, cp2TiCl₂, 1,4-cyclohexadiene / tetrahydrofuran / 1.33 h / Ambient temperature

5: 1.) Et₃B, 2.) NaBH₄ / 1.) MeOH, THF, RT, 1 h, -78 deg C, 1 h, 2.) MeOH, THF, 12 h

6: 85 percent / camphor sulfonic acid / acetone / 5 h / 0 °C

With 1H-imidazole; titanium(IV) isopropylate; tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; sodium tetrahydroborate; L-(+)-diisopropyl tartrate; triethyl borane; cyclohexa-1,4-diene; 4 A molecular sieve; camphor-10-sulfonic acid; ozone; triphenylphosphine; zinc; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1055/s-1997-732