4-[(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-pyran-2-yl]-butan-1-ol

Base Information

Chemical Name:4-[(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-pyran-2-yl]-butan-1-ol
CAS No.:203172-26-3
Molecular Formula:C₂₇H₄₀O₄Si
Molecular Weight:456.698
Hs Code.:

Synonyms:4-[(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-pyran-2-yl]-butan-1-ol

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Chemical Property of 4-[(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-pyran-2-yl]-butan-1-ol

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Technology Process of 4-[(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-pyran-2-yl]-butan-1-ol

There total 14 articles about 4-[(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-pyran-2-yl]-butan-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:

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

: 203172-26-3
4-[(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-pyran-2-yl]-butan-1-ol

Guidance literature:: Multi-step reaction with 13 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

10: 74 percent / BCl₃*SMe₂ / CH₂Cl₂ / 14 h / Ambient temperature

11: 105 mg / CCl₄, Ph₃P / tetrahydrofuran / 3 h / Heating

12: 16 percent / diethyl ether / 1 h / 0 °C

13: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, room temp., 12 h

With 1H-imidazole; tetrachloromethane; sodium hydroxide; sodium tetrahydroborate; boron trichloride - methyl sulfide complex; hydrogen; potassium carbonate; toluene-4-sulfonic acid; ozone; acetic acid; triphenylphosphine; phosphorous acid trimethyl ester; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo972023a

Reference yield:

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

: 203172-26-3
4-[(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-pyran-2-yl]-butan-1-ol

Guidance literature:: Multi-step reaction with 12 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

9: 74 percent / BCl₃*SMe₂ / CH₂Cl₂ / 14 h / Ambient temperature

10: 105 mg / CCl₄, Ph₃P / tetrahydrofuran / 3 h / Heating

11: 16 percent / diethyl ether / 1 h / 0 °C

12: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, room temp., 12 h

With 1H-imidazole; tetrachloromethane; sodium hydroxide; sodium tetrahydroborate; boron trichloride - methyl sulfide complex; hydrogen; potassium carbonate; ozone; acetic acid; triphenylphosphine; phosphorous acid trimethyl ester; palladium dihydroxide; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/jo972023a

Reference yield:

: 182622-31-7
Acetic acid (2S,3R,6S)-6-acetoxymethyl-2-benzyloxy-3,6-dihydro-2H-pyran-3-yl ester

: 203172-26-3
4-[(2S,3R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-3-methoxy-tetrahydro-pyran-2-yl]-butan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / H₂ / Pd(OH)2/C / ethanol / 5 h / Ambient temperature

2: 100 percent / K₂CO₃ / methanol / 3 h / Ambient temperature

3: 79 percent / imidazole / dimethylformamide / 0.08 h / Ambient temperature

4: 87 percent / NaOH / acetone / 2 h / Heating

5: 74 percent / BCl₃*SMe₂ / CH₂Cl₂ / 14 h / Ambient temperature

6: 105 mg / CCl₄, Ph₃P / tetrahydrofuran / 3 h / Heating

7: 16 percent / diethyl ether / 1 h / 0 °C

8: 1.) O₃, 2.) NaBH₄ / 1.) CH₂Cl₂, MeOH, -78 deg C, 2.) CH₂Cl₂, MeOH, room temp., 12 h

With 1H-imidazole; tetrachloromethane; sodium hydroxide; sodium tetrahydroborate; boron trichloride - methyl sulfide complex; hydrogen; potassium carbonate; ozone; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo972023a