Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-3-hydroxy-5,6-dimethoxy-2,3-dimethyl-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-3-hydroxy-5,6-dimethoxy-2,3-dimethyl-tetrahydro-pyran-4-yl ester
CAS No.:95058-63-2
Molecular Formula:C₁₆H₂₄O₇S
Molecular Weight:360.428
Hs Code.:

Synonyms:

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Chemical Property of Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-3-hydroxy-5,6-dimethoxy-2,3-dimethyl-tetrahydro-pyran-4-yl ester

Chemical Property:

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Technology Process of Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-3-hydroxy-5,6-dimethoxy-2,3-dimethyl-tetrahydro-pyran-4-yl ester

There total 7 articles about Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-3-hydroxy-5,6-dimethoxy-2,3-dimethyl-tetrahydro-pyran-4-yl ester 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:

: 50705-60-7
Methyl 3-O-benzyl-4.6-O-benzyliden-2-O-methyl-α-D-glucopyranosid

: 95058-63-2
Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-3-hydroxy-5,6-dimethoxy-2,3-dimethyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 10 percent acetic acid / 8 h / Heating

2: pyridine / CH₂Cl₂ / 0 °C

3: sodium borohydride / dimethylsulfoxide / 8 h / 80 °C

4: trifluoroacetic anhydride, dimethyl sulfoxide / CH₂Cl₂ / 0.75 h / -78 °C

5: diethyl ether / 4 h / -78 °C

6: hydrogen / 10 percent Pd/C / methanol / 20 h / 760 Torr / Ambient temperature

7: pyridine / 96 h / Ambient temperature

With pyridine; sodium tetrahydroborate; hydrogen; acetic acid; dimethyl sulfoxide; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0008-6215(84)85203-9

Reference yield:

: 2774-19-8,14419-69-3,15887-67-9,23392-28-1,57539-08-9,61277-63-2,65877-21-6,74410-51-8,76419-48-2,80734-73-2,86363-44-2,89301-79-1,94061-92-4,94062-87-0,108739-92-0,129706-93-0,143005-12-3
methyl 3-O-benzyl-4,6-O-benzylidene-α-D-glucopyranoside

: 95058-63-2
Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-3-hydroxy-5,6-dimethoxy-2,3-dimethyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 8 steps

1: sodium hydride / dimethylformamide / Ambient temperature

2: 10 percent acetic acid / 8 h / Heating

3: pyridine / CH₂Cl₂ / 0 °C

4: sodium borohydride / dimethylsulfoxide / 8 h / 80 °C

5: trifluoroacetic anhydride, dimethyl sulfoxide / CH₂Cl₂ / 0.75 h / -78 °C

6: diethyl ether / 4 h / -78 °C

7: hydrogen / 10 percent Pd/C / methanol / 20 h / 760 Torr / Ambient temperature

8: pyridine / 96 h / Ambient temperature

With pyridine; sodium tetrahydroborate; hydrogen; sodium hydride; acetic acid; dimethyl sulfoxide; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(84)85203-9

Reference yield:

: 50705-62-9
methyl 3-O-benzyl-2-O-methyl-α-D-glucopyranoside

: 95058-63-2
Toluene-4-sulfonic acid (2R,3R,4R,5R,6S)-3-hydroxy-5,6-dimethoxy-2,3-dimethyl-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / CH₂Cl₂ / 0 °C

2: sodium borohydride / dimethylsulfoxide / 8 h / 80 °C

3: trifluoroacetic anhydride, dimethyl sulfoxide / CH₂Cl₂ / 0.75 h / -78 °C

4: diethyl ether / 4 h / -78 °C

5: hydrogen / 10 percent Pd/C / methanol / 20 h / 760 Torr / Ambient temperature

6: pyridine / 96 h / Ambient temperature

With pyridine; sodium tetrahydroborate; hydrogen; dimethyl sulfoxide; trifluoroacetic anhydride; palladium on activated charcoal; In methanol; diethyl ether; dichloromethane; dimethyl sulfoxide;
DOI:10.1016/0008-6215(84)85203-9