methyl α-D-4,6-O-((R)-benzylidene)-(3S)-3-deoxy-3-methyl-3-(2-oxoethyl)-glucopyranosid-2-ulose

Base Information

• Chemical Name: methyl α-D-4,6-O-((R)-benzylidene)-(3S)-3-deoxy-3-methyl-3-(2-oxoethyl)-glucopyranosid-2-ulose
• CAS No.: 1168136-39-7
• Molecular Formula: C₁₇H₂₀O₆
• Molecular Weight: 320.342

Synonyms:methyl α-D-4,6-O-((R)-benzylidene)-(3S)-3-deoxy-3-methyl-3-(2-oxoethyl)-glucopyranosid-2-ulose

Chemical Property of methyl α-D-4,6-O-((R)-benzylidene)-(3S)-3-deoxy-3-methyl-3-(2-oxoethyl)-glucopyranosid-2-ulose

Chemical Property:

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Technology Process of methyl α-D-4,6-O-((R)-benzylidene)-(3S)-3-deoxy-3-methyl-3-(2-oxoethyl)-glucopyranosid-2-ulose

There total 1 articles about methyl α-D-4,6-O-((R)-benzylidene)-(3S)-3-deoxy-3-methyl-3-(2-oxoethyl)-glucopyranosid-2-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: 62.0%

C18H22O8 (1168136-38-6) → methyl α-D-4,6-O-((R)-benzylidene)-(3S)-3-deoxy-3-methyl-3-(2-oxoethyl)-glucopyranosid-2-ulose (1168136-39-7)

Guidance literature:

With PS-triphenylphosphine; In n-heptane; for 1h; Reflux;

DOI:10.1016/j.tet.2009.04.011

Reference yield: 93.0%

methyl α-D-4,6-O-((R)-benzylidene)-(3S)-3-deoxy-3-methyl-3-(2-oxoethyl)-glucopyranosid-2-ulose (1168136-39-7) → methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-(ethane-1,2-diyl)-2-N-hydroxy-(3R)-3-methyl-mannopyranoside (1168136-60-4)

Guidance literature:

With hydroxylamine hydrochloride; sodium cyanoborohydride; In methanol; at 0 - 20 ℃; diastereoselective reaction;

DOI:10.1016/j.tet.2009.04.011

Reference yield: 86.0%

methyl α-D-4,6-O-((R)-benzylidene)-(3S)-3-deoxy-3-methyl-3-(2-oxoethyl)-glucopyranosid-2-ulose (1168136-39-7) + benzylamine hydrochloride (3287-99-8,39110-74-2,108321-65-9) → methyl α-D-2-amino-2-N-benzyl-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-(ethane-1,2-diyl)-(3R)-3-methyl-mannopyranoside (1168136-58-0)

Guidance literature:

With sodium cyanoborohydride; In methanol; at 0 - 20 ℃; diastereoselective reaction;

DOI:10.1016/j.tet.2009.04.011

upstream raw materials:

C₁₈H₂₂O₈

Downstream raw materials:

methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-(ethane-1,2-diyl)-2-N-hydroxy-(3R)-3-methyl-mannopyranoside

methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-(ethane-1,2-diyl)-2-N-ethyl-(3R)-3-methyl-mannopyranoside

methyl α-D-2-amino-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-(ethane-1,2-diyl)-(3R)-3-methyl-2-N-phenyl-mannopyranoside

methyl α-D-2-amino-2-N-benzyl-4,6-O-((R)-benzylidene)-2,3-dideoxy-2-N,3-C-(ethane-1,2-diyl)-(3R)-3-methyl-mannopyranoside

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