((2S,5R,6S)-6-Benzyloxy-5-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

Base Information

Chemical Name:((2S,5R,6S)-6-Benzyloxy-5-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane
CAS No.:203172-22-9
Molecular Formula:C₃₀H₃₈O₄Si
Molecular Weight:490.715
Hs Code.:

Synonyms:((2S,5R,6S)-6-Benzyloxy-5-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

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Chemical Property of ((2S,5R,6S)-6-Benzyloxy-5-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

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Technology Process of ((2S,5R,6S)-6-Benzyloxy-5-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

There total 10 articles about ((2S,5R,6S)-6-Benzyloxy-5-methoxy-tetrahydro-pyran-2-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: 87.0%

: 77-78-1
dimethyl sulfate

: 203172-21-8
(2S,3R,6S)-2-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-ol

: 203172-22-9
((2S,5R,6S)-6-Benzyloxy-5-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: With sodium hydroxide;
DOI:10.1016/0040-4039(96)01265-8

Reference yield:

: 86196-36-3
benzyl α-D-galactopyranoside

: 203172-22-9
((2S,5R,6S)-6-Benzyloxy-5-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 9 steps

1: TsOH / acetone / 7 h / 0 °C

2: pyridine / 20 h / Ambient temperature

3: 80 percent / aq. AcOH / 4 h / 50 °C

4: 90 percent / acetonitrile / 5 h / Ambient temperature

5: 80 percent / trimethyl phosphite / 4.5 h / Heating

6: 85 percent / H₂ / Pd(OH)2/C / ethanol / 5 h / Ambient temperature

7: 100 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

8: 79 percent / imidazole / dimethylformamide / 0.08 h / Ambient temperature

9: 87 percent / NaOH / acetone / 2 h / Heating

With 1H-imidazole; sodium hydroxide; hydrogen; potassium carbonate; toluene-4-sulfonic acid; acetic acid; phosphorous acid trimethyl ester; palladium dihydroxide; In pyridine; methanol; ethanol; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo972023a

Reference yield:

: 182622-28-2
Benzyl 3,4-O-isopropylidene-α-D-galactopyranoside

: 203172-22-9
((2S,5R,6S)-6-Benzyloxy-5-methoxy-tetrahydro-pyran-2-ylmethoxy)-tert-butyl-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: pyridine / 20 h / Ambient temperature

2: 80 percent / aq. AcOH / 4 h / 50 °C

3: 90 percent / acetonitrile / 5 h / Ambient temperature

4: 80 percent / trimethyl phosphite / 4.5 h / Heating

5: 85 percent / H₂ / Pd(OH)2/C / ethanol / 5 h / Ambient temperature

6: 100 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

7: 79 percent / imidazole / dimethylformamide / 0.08 h / Ambient temperature

8: 87 percent / NaOH / acetone / 2 h / Heating

With 1H-imidazole; sodium hydroxide; hydrogen; potassium carbonate; acetic acid; phosphorous acid trimethyl ester; palladium dihydroxide; In pyridine; methanol; ethanol; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo972023a