methyl 1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl [(3S,4S,5R)-3,4,5-triacetoxy-1-cyclohexenephosphonate]

Base Information

Chemical Name:methyl 1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl [(3S,4S,5R)-3,4,5-triacetoxy-1-cyclohexenephosphonate]
CAS No.:877760-81-1
Molecular Formula:C₂₅H₃₇O₁₄P
Molecular Weight:592.534
Hs Code.:

Synonyms:methyl 1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl [(3S,4S,5R)-3,4,5-triacetoxy-1-cyclohexenephosphonate]

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Chemical Property of methyl 1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl [(3S,4S,5R)-3,4,5-triacetoxy-1-cyclohexenephosphonate]

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Technology Process of methyl 1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl [(3S,4S,5R)-3,4,5-triacetoxy-1-cyclohexenephosphonate]

There total 7 articles about methyl 1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl [(3S,4S,5R)-3,4,5-triacetoxy-1-cyclohexenephosphonate] 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:

: [2-((2R,3R,4R)-3-Benzyloxy-4,5-dihydroxy-tetrahydro-furan-2-yl)-1-(dimethoxy-phosphoryl)-ethyl]-phosphonic acid dimethyl ester

: 877760-81-1
methyl 1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl [(3S,4S,5R)-3,4,5-triacetoxy-1-cyclohexenephosphonate]

Guidance literature:: Multi-step reaction with 6 steps

1: 45 percent / sodium methoxide / dioxane / 4 h / 20 °C

2: 100 percent / pyridine

3: 90 percent / thiophenol / 16 h / 20 °C

4: 50 percent / dimethylformamide / 16 h

5: cyclohexadiene / Pd/C / ethanol / 72 h / 55 °C

6: 22 mg / pyridine

With pyridine; sodium methylate; cyclohexa-1,3-diene; thiophenol; palladium on activated charcoal; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.09.025

Reference yield:

: 877760-75-3
tetramethyl [3-O-benzyl-5,6-dideoxy-1,2-O-isopropylidene-α-D-xylofuranos-6,6'-diyl]bisphosphonate

: 877760-81-1
methyl 1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl [(3S,4S,5R)-3,4,5-triacetoxy-1-cyclohexenephosphonate]

Guidance literature:: Multi-step reaction with 7 steps

1: 93 percent / toluenesulfonic acid monohydrate / dioxane; H₂O / 96 h / 60 °C

2: 45 percent / sodium methoxide / dioxane / 4 h / 20 °C

3: 100 percent / pyridine

4: 90 percent / thiophenol / 16 h / 20 °C

5: 50 percent / dimethylformamide / 16 h

6: cyclohexadiene / Pd/C / ethanol / 72 h / 55 °C

7: 22 mg / pyridine

With pyridine; sodium methylate; toluene-4-sulfonic acid; cyclohexa-1,3-diene; thiophenol; palladium on activated charcoal; In 1,4-dioxane; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.09.025

Reference yield:

: 877760-76-4
dimethyl (3S,4S,5R)-4-benzyloxy-3,5-dihydroxy-1-cyclohexenephosphonate

: 877760-81-1
methyl 1,2:3,4-di-O-isopropylidene-α-D-galactopyranos-6-yl [(3S,4S,5R)-3,4,5-triacetoxy-1-cyclohexenephosphonate]

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / pyridine

2: 90 percent / thiophenol / 16 h / 20 °C

3: 50 percent / dimethylformamide / 16 h

4: cyclohexadiene / Pd/C / ethanol / 72 h / 55 °C

5: 22 mg / pyridine

With pyridine; cyclohexa-1,3-diene; thiophenol; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.09.025