Benzoic acid (2S,3S,5S,6R)-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester

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Chemical Name:Benzoic acid (2S,3S,5S,6R)-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester
CAS No.:182167-79-9
Molecular Formula:C₁₄H₁₈O₅
Molecular Weight:266.294
Hs Code.:

Synonyms:Benzoic acid (2S,3S,5S,6R)-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Benzoic acid (2S,3S,5S,6R)-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester

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Technology Process of Benzoic acid (2S,3S,5S,6R)-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester

There total 9 articles about Benzoic acid (2S,3S,5S,6R)-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-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: 93.0%

: 182167-77-7
Benzoic acid (2S,3S,5S,6R)-2-methoxy-5-(4-methoxy-benzyloxy)-6-methyl-tetrahydro-pyran-3-yl ester

: 182167-79-9
Benzoic acid (2S,3S,5S,6R)-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; for 2h; Ambient temperature;
DOI:10.1080/07328309608005684

Reference yield:

: 112612-45-0
methyl 2,3-O-isopropylidene-6-O-p-toluenesulfonyl-α-D-mannopyranoside

: 182167-79-9
Benzoic acid (2S,3S,5S,6R)-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 90 percent / NaH / dimethylformamide / 2 h / Ambient temperature

2: 75 percent / LiAlH₄ / diethyl ether / 2 h / Heating

3: 80 percent / 50percent aq. AcOH / 1 h / 60 °C

4: pyridine, SOCl₂ / ethyl acetate / 0.5 h / 0 °C

5: aq. NaIO₄, RuCl₃ / CH₂Cl₂; acetonitrile / 0.5 h / Ambient temperature

7: 93 percent / DDQ, H₂O / CH₂Cl₂ / 2 h / Ambient temperature

With pyridine; ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; thionyl chloride; water; sodium hydride; acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1080/07328309608005684

Reference yield:

: 98-88-4
benzoyl chloride

: 182167-79-9
Benzoic acid (2S,3S,5S,6R)-5-hydroxy-2-methoxy-6-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

2: 93 percent / DDQ, H₂O / CH₂Cl₂ / 2 h / Ambient temperature

With water; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane;
DOI:10.1080/07328309608005684