dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

Base Information

• Chemical Name: dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside
• CAS No.: 89731-19-1
• Molecular Formula: C₂₄H₂₈O₆
• Molecular Weight: 412.483

Synonyms:dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

Chemical Property of dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

Chemical Property:

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Technology Process of dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

There total 10 articles about dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside 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: 90.0%

methanol (67-56-1) + methyl 2,3-di-O-benzyl-α-D-glucooct-6(Z/E)-enodialdo-1,5-pyranoside ethylene acetal (89731-22-6,89747-98-8) → dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside (89731-19-1)

Guidance literature:

With pyridinium p-toluenesulfonate; for 8h; Heating;

DOI:10.1016/S0040-4039(00)94210-2

Reference yield: 77.0%

methanol (67-56-1) + methyl (E,Z)-2,3-di-O-benzyl-6,7-dideoxy-4-O-(1-ethoxyethyl)-α-D-gluco-octodiald-6-eno-1,5-pyranoside diethyl acetal (111727-19-6,111819-95-5) → dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside (89731-19-1)

Guidance literature:

With pyridinium p-toluenesulfonate; for 8h; Heating;

DOI:10.1016/S0040-4039(00)94210-2

Reference yield: 52.0%

methanol (67-56-1) + methyl(E)-2,3-di-O-benzyl-6,7-dideoxy-4-O-(1-ethoxyethyl)-α-D-gluco-octodiald-6-eno-1,5-pyranoside (111727-20-9) → dimethyl(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside (89731-19-1)

Guidance literature:

pyridinium p-toluenesulfonate; for 96h; Heating;

upstream raw materials:

methanol

methyl 2,3-di-O-benzyl-α-D-glucooct-6(Z/E)-enodialdo-1,5-pyranoside ethylene acetal

(Z)-3-[(2R,3R,4S,5R,6S)-4,5-Bis-benzyloxy-3-(1-ethoxy-ethoxy)-6-methoxy-tetrahydro-pyran-2-yl]-propenal

methyl (E,Z)-2,3-di-O-benzyl-6,7-dideoxy-4-O-(1-ethoxyethyl)-α-D-gluco-octodiald-6-eno-1,5-pyranoside diethyl acetal

Downstream raw materials:

dimethyl (8R)-6,7-anhydro-2,3-di-O-benzyl-α-D-glucooctadialdo-1,5:8,4-dipyranoside

dimethyl (8R)-6,7-anhydro-2,3-di-O-benzyl-β-L-erythro-D-glucooctadialdo-1,5:8,4-dipyranoside

dimethyl(8R)-2,3-di-O-benzyl-6-deoxy-6-C-methyl-β-L-threo-D-gluco-octodialdo-1,5:8,4-dipyranoside

dimethyl(8R)-2,3-di-O-benzyl-7-chloro-7-deoxy-6-O-(N,N-dimethylcarbamoyl)-α-D-threo-D-gluco-octodialdo-1,5:8,4-dipyranoside

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