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CAS 76859-46-6

(4R,5S)-5-[(1S,2R)-2,4-Dihydroxy-1-methoxybutyl]-4-[(ethylsulfanyl)(methylsulfanyl)methyl]dihydrofuran-2(3H)-one

Codes: Josamycin-011

Application context (from source-drug indications)

Bacterial infectionJosamycin PropionateInflammatory diseaseJosamycin Propionate

Source drugs (routes using this intermediate)

DrugTierExpiry
Josamycin PropionateTier C — Watch / trade-

Position in synthesis routes (up/downstream chain)

Ordered by route registration; left → right is the synthesis direction. The highlighted node is the current CAS; others link to their own profiles.

Josamycin PropionateOptimised routesteps: 13total yield: /
(3aR,5S,6S,6aR)-5-[(4R)-2,2-Dimethyl-1,3-dioxolan-4-yl]-2,2-dimethyltetrahydro-2H-furo[2,3-d][1,3]dioxol-6-ol→(3aS,5S,6R,6aS)-5-[(4S)-2,2-Dimethyl-1,3-dioxolan-4-yl]-6-methoxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxole→1,2-O-Isopropylidene-3-O-methyl-alpha-L-glucofuranose→6-O-Benzoyl-1,2-O-isopropylidene-3-O-methyl-alpha-L-glucofuranose→6-O-Benzoyl-1,2-O-isopropylidene-3-O-methyl-5-O-[(4-methylphenyl)sulfonyl]-alpha-L-glucofuranose→5-Deoxy-1,2-O-isopropylidene-3-O-methyl-alpha-L-xylo-hexofuranose→(Carbomethoxymethylene)triphenylphosphorane→Methyl (2E)-2,3,7-trideoxy-5-O-methyl-D-xylo-oct-2-enonate→Methyl (2E)-2,3,7-trideoxy-4,6-O-isopropylidene-8-O-(methoxymethyl)-5-O-methyl-D-xylo-oct-2-enonate→Methyl (4xi)-2,3,7-trideoxy-4,6-O-isopropylidene-8-O-(methoxymethyl)-5-O-methyl-3-[(methylsulfanyl)(methylsulfinyl)methyl]-D-lyxo-octonate→(4R,5S)-5-[(1S,2R)-2,4-Dihydroxy-1-methoxybutyl]-4-[(ethylsulfanyl)(methylsulfanyl)methyl]dihydrofuran-2(3H)-one→2,3,7-Trideoxy-3-[(ethylsulfanyl)(methylsulfanyl)methyl]-5-O-methyl-D-ido-octofuranose→Methyl 2,3,7-trideoxy-3-[(ethylsulfanyl)(methylsulfanyl)methyl]-5-O-methyl-D-ido-octofuranoside→Methyl 6,8-di-O-benzyl-2,3,7-trideoxy-3-[(ethylsulfanyl)(methylsulfanyl)methyl]-5-O-methyl-D-ido-octofuranoside→Methyl 6,8-di-O-benzyl-2,3,7-trideoxy-3-formyl-5-O-methyl-D-ido-octofuranoside

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