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

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Chemical Name:4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-benzenesulfonyl)-tetrahydro-pyran-3-ylmethyl ester
CAS No.:756533-18-3
Molecular Formula:C₂₀H₂₂O₈S
Molecular Weight:422.456
Hs Code.:

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

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

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Technology Process of 4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-benzenesulfonyl)-tetrahydro-pyran-3-ylmethyl ester

There total 6 articles about 4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-benzenesulfonyl)-tetrahydro-pyran-3-ylmethyl 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: 74.0%

: 841255-59-2
4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-phenylsulfanyl)-tetrahydro-pyran-3-ylmethyl ester

: 756533-18-3
4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-benzenesulfonyl)-tetrahydro-pyran-3-ylmethyl ester

Guidance literature:: With peracetic acid; sodium acetate; In dichloromethane;
DOI:10.1016/j.bmcl.2004.06.081

Reference yield:

: 100-07-2
4-methoxy-benzoyl chloride

: 756533-18-3
4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-benzenesulfonyl)-tetrahydro-pyran-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 6 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

With peracetic acid; dmap; ruthenium trichloride; potassium osmate(VI); sodium periodate; thionyl chloride; Hydroquinone 1,4-phthalazinediyl diether; sodium acetate; sodium hydride; triethylamine; potassium hexacyanoferrate(III); potassium carbonate; In 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

: 756533-18-3
4-Methoxy-benzoic acid (3S,4R)-3-hydroxy-4-(4-hydroxy-benzenesulfonyl)-tetrahydro-pyran-3-ylmethyl ester

Guidance literature:: Multi-step reaction with 5 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

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