(+/-)-methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-αβ-L-allo-hexofuranosid>uronate

Base Information

• Chemical Name: (+/-)-methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-αβ-L-allo-hexofuranosid>uronate
• CAS No.: 136029-30-6
• Molecular Formula: C₂₀H₂₈O₇
• Molecular Weight: 380.438

Synonyms:

Chemical Property of (+/-)-methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-αβ-L-allo-hexofuranosid>uronate

Chemical Property:

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Technology Process of (+/-)-methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-αβ-L-allo-hexofuranosid>uronate

There total 19 articles about (+/-)-methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-αβ-L-allo-hexofuranosid>uronate 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: 4.0%

(R)-3-Benzyloxy-2-((3aS,4S,6S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2-methyl-propionic acid methyl ester (136029-29-3,139391-42-7) + trimethyl orthoformate (149-73-5) → methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-β-L-allo-hexofuranosid>uronate (136029-30-6,136029-37-3) + methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-α-L-allo-hexofuranosid>uronate (136029-30-6,136029-37-3)

Guidance literature:

With Amberlyst 15; In tetrachloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(00)79713-9

Reference yield: 4.0%

(R)-3-Benzyloxy-2-((3aS,4S,6S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2-methyl-propionic acid methyl ester (136029-29-3,139391-42-7) + trimethyl orthoformate (149-73-5) → methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-β-L-allo-hexofuranosid>uronate (136029-30-6,136029-37-3) + methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-α-L-allo-hexofuranosid>uronate (136029-30-6,136029-37-3)

Guidance literature:

With Amberlyst 15; In tetrachloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4039(00)79713-9

Reference yield: 4.0%

(R)-3-Benzyloxy-2-((3aS,4S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2-methyl-propionic acid methyl ester (136029-29-3,139391-42-7) + trimethyl orthoformate (149-73-5) → methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-β-L-allo-hexofuranosid>uronate (136029-30-6,136029-37-3) + methyl -5-deoxy-2,3-O-isopropylidene-5-methyl-α-L-allo-hexofuranosid>uronate (136029-30-6,136029-37-3)

Guidance literature:

With Amberlist 15; In tetrachloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(01)91030-0

upstream raw materials:

(R)-3-Benzyloxy-2-((3aS,4S,6S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2-methyl-propionic acid methyl ester

trimethyl orthoformate

(R)-3-Benzyloxy-2-((3aS,4S,6aS)-6-hydroxy-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl)-2-methyl-propionic acid methyl ester

benzyl bromomethyl ether

Downstream raw materials:

-5-deoxy-2,3-O-isopropylidene-5-methyl-β-L-allo-hexofuranosid>uronic acid

C₂₂H₃₀O₉

(+/-)-methyl 6-O-benzyl-5-<<(benzyloxy)carbonyl>amino>-5-deoxy-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside

(+/-)-methyl 6-O-benzyl-5-deoxy-5-isocyanato-2,3-O-isopropylidene-5-methyl-α-D-talo-hexofuranoside

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