(3R,4R)-3-Hydroxymethyl-4-(4-o-tolyloxy-benzenesulfonyl)-tetrahydro-pyran-3-ol

Base Information

Chemical Name:(3R,4R)-3-Hydroxymethyl-4-(4-o-tolyloxy-benzenesulfonyl)-tetrahydro-pyran-3-ol
CAS No.:756533-54-7
Molecular Formula:C₁₉H₂₂O₆S
Molecular Weight:378.446
Hs Code.:

Synonyms:(3R,4R)-3-Hydroxymethyl-4-(4-o-tolyloxy-benzenesulfonyl)-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)-3-Hydroxymethyl-4-(4-o-tolyloxy-benzenesulfonyl)-tetrahydro-pyran-3-ol

Chemical Property:

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Technology Process of (3R,4R)-3-Hydroxymethyl-4-(4-o-tolyloxy-benzenesulfonyl)-tetrahydro-pyran-3-ol

There total 8 articles about (3R,4R)-3-Hydroxymethyl-4-(4-o-tolyloxy-benzenesulfonyl)-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:

: 4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-o-tolyloxy-benzenesulfonyl)-tetrahydro-pyran-3-ylmethyl ester

: 756533-54-7
(3R,4R)-3-Hydroxymethyl-4-(4-o-tolyloxy-benzenesulfonyl)-tetrahydro-pyran-3-ol

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃;
DOI:10.1016/j.bmcl.2004.06.081

Reference yield:

: 14774-35-7
(S)-tetrahydropyran-3-yl-carboxaldehyde

: 756533-54-7
(3R,4R)-3-Hydroxymethyl-4-(4-o-tolyloxy-benzenesulfonyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / Et₃N; DMAP / CH₂Cl₂

2: 90 percent / (DHQ)2PHAL; aq. K₂OsO₄; K₃Fe(CN)6 / K₂CO₃ / 2-methyl-propan-2-ol

3: SOCl₂; Et₃N / CH₂Cl₂

4: RuCl₃; aq. NaIO₄ / CCl₄; acetonitrile

5: 93 percent / NaH / dimethylformamide / Heating

6: 74 percent / CH₃CO₃H; NaOAc / CH₂Cl₂

7: Cu(OAc)2; Et₃N; O₂ / CH₂Cl₂ / 24 h / 20 °C

8: K₂CO₃ / methanol / 20 °C

With peracetic acid; dmap; ruthenium trichloride; potassium osmate(VI); sodium periodate; thionyl chloride; copper diacetate; Hydroquinone 1,4-phthalazinediyl diether; oxygen; sodium acetate; sodium hydride; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); potassium carbonate; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2004.06.081

Reference yield:

: 756533-15-0
4-methoxy-benzoic acid 5,6-dihydro-2H-pyran-3-ylmethyl ester

: 756533-54-7
(3R,4R)-3-Hydroxymethyl-4-(4-o-tolyloxy-benzenesulfonyl)-tetrahydro-pyran-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / (DHQ)2PHAL; aq. K₂OsO₄; K₃Fe(CN)6 / K₂CO₃ / 2-methyl-propan-2-ol

2: SOCl₂; Et₃N / CH₂Cl₂

3: RuCl₃; aq. NaIO₄ / CCl₄; acetonitrile

4: 93 percent / NaH / dimethylformamide / Heating

5: 74 percent / CH₃CO₃H; NaOAc / CH₂Cl₂

6: Cu(OAc)2; Et₃N; O₂ / CH₂Cl₂ / 24 h / 20 °C

7: K₂CO₃ / methanol / 20 °C

With peracetic acid; ruthenium trichloride; potassium osmate(VI); sodium periodate; thionyl chloride; copper diacetate; Hydroquinone 1,4-phthalazinediyl diether; oxygen; sodium acetate; sodium hydride; potassium carbonate; triethylamine; potassium hexacyanoferrate(III); potassium carbonate; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/j.bmcl.2004.06.081