(3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol
CAS No.:193359-98-7
Molecular Formula:C₁₉H₂₂O₄S
Molecular Weight:346.447
Hs Code.:

Synonyms:(3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Suppliers and Price of (3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

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Technology Process of (3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

There total 6 articles about (3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-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: 95.0%

: 193359-99-8
Acetic acid (3R,4R,5S,6R)-4-benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

: 193359-98-7
(3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: With potassium carbonate; In tetrahydrofuran; methanol; for 4h; Ambient temperature;
DOI:10.1016/S0040-4020(97)90389-6

Reference yield:

: 131089-36-6
methyl 6-O-tert-butyldiphenylsilyl 2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

: 193359-98-7
(3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 92 percent / TBAF / tetrahydrofuran / 14 h / 0 °C

2: 60 percent / NaH / tetrahydrofuran / 24 h / Ambient temperature

3: 85 percent / HCl, AcOH / tetrahydrofuran; H₂O / 24 h / Ambient temperature

4: 1.) TolH, 5reflux, 2 h. 2.) TolH, 80 deg C, 20 h

5: 95 percent / K₂CO₃ / tetrahydrofuran; methanol / 4 h / Ambient temperature

With hydrogenchloride; tetrabutyl ammonium fluoride; sodium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4020(97)90389-6

Reference yield:

: 82185-76-0
methyl 2,3-O-isopropylidene-4-O-methyl-α-D-mannopyranoside

: 193359-98-7
(3R,4R,5S,6R)-4-Benzyloxy-5-methoxy-6-phenylsulfanyl-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 60 percent / NaH / tetrahydrofuran / 24 h / Ambient temperature

2: 85 percent / HCl, AcOH / tetrahydrofuran; H₂O / 24 h / Ambient temperature

3: 1.) TolH, 5reflux, 2 h. 2.) TolH, 80 deg C, 20 h

4: 95 percent / K₂CO₃ / tetrahydrofuran; methanol / 4 h / Ambient temperature

With hydrogenchloride; sodium hydride; potassium carbonate; acetic acid; In tetrahydrofuran; methanol; water;
DOI:10.1016/S0040-4020(97)90389-6