methyl 2,3-di-O-benzyl-6-O-triphenylmethyl-α-D-xylo-hexopyranosid-4-ulose

Base Information

• Chemical Name: methyl 2,3-di-O-benzyl-6-O-triphenylmethyl-α-D-xylo-hexopyranosid-4-ulose
• CAS No.: 81255-12-1
• Molecular Formula: C₄₀H₃₈O₆
• Molecular Weight: 614.738

Synonyms:methyl 2,3-di-O-benzyl-6-O-triphenylmethyl-α-D-xylo-hexopyranosid-4-ulose

Chemical Property of methyl 2,3-di-O-benzyl-6-O-triphenylmethyl-α-D-xylo-hexopyranosid-4-ulose

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Technology Process of methyl 2,3-di-O-benzyl-6-O-triphenylmethyl-α-D-xylo-hexopyranosid-4-ulose

There total 2 articles about methyl 2,3-di-O-benzyl-6-O-triphenylmethyl-α-D-xylo-hexopyranosid-4-ulose 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: 72.0%

(2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)tetrahydro-6-methoxy-2-((trityloxy)methyl)-2H-pyran-3-ol (20231-38-3,20688-86-2,51842-20-7,51842-38-7,71756-38-2,74372-80-8,87326-91-8) → methyl 2,3-di-O-benzyl-6-O-triphenylmethyl-α-D-xylo-hexopyranosid-4-ulose (81255-12-1)

Guidance literature:

With dimethyl sulfoxide; trifluoroacetic anhydride;

DOI:10.1016/S0008-6215(00)80983-0

Reference yield: 64.0%

methyl 2,3-di-O-benzyl-6-O-trityl-α-D-altropyranoside (74372-80-8) → methyl 2,3-di-O-benzyl-6-O-trityl-α-D-arabino-hexopyranosid-4-ulose (74372-81-9,81255-12-1)

Guidance literature:

With pyridinium chlorochromate;

DOI:10.1016/S0008-6215(00)85688-8

Reference yield: 95.0%

methyllithium (917-54-4) + methyl 2,3-di-O-benzyl-6-O-triphenylmethyl-α-D-xylo-hexopyranosid-4-ulose (81255-12-1) → methyl 2,3-di-O-benzyl-4-C-methyl-6-O-triphenylmethyl-α-D-glucopyranoside (81255-13-2)

Guidance literature:

In diethyl ether; at -78 ℃;

DOI:10.1016/S0008-6215(00)80983-0

upstream raw materials:

(2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)tetrahydro-6-methoxy-2-((trityloxy)methyl)-2H-pyran-3-ol

methyl 2,3-di-O-benzyl-6-O-trityl-α-D-altropyranoside

Downstream raw materials:

methyl 2,3-di-O-benzyl-4-C-methyl-6-O-triphenylmethyl-α-D-glucopyranoside

methyl 2,3-di-O-benzyl-4-deoxy-4-C-methylene-6-O-triphenylmethyl-α-D-xylo-hexopyranoside

methyl 2,3-di-O-benzyl-6-O-trityl-α-D-galactopyranoside

methyl 2,3,4-tri-O-benzyl-6-deoxy-4-C-methyl-α-D-xylo-hex-5-enopyranoside

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