methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl)-α-D-glucopyranoside
• CAS No.: 117841-70-0
• Molecular Formula: C₅₅H₆₀O₁₀
• Molecular Weight: 881.075

Synonyms:methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl)-α-D-glucopyranoside

Chemical Property of methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl)-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl)-α-D-glucopyranoside

There total 133 articles about methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl)-α-D-glucopyranoside 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: 86.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + 3,4,6-tri-O-benzyl-D-glucal (55628-54-1) → methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl)-α-D-glucopyranoside (117841-70-0)

Guidance literature:

With 1-(Trimethylsilyl)imidazole; triphenylphosphine; In dichloromethane; at 40 ℃; for 10h; diastereoselective reaction; Inert atmosphere;

DOI:10.1016/j.carres.2012.06.004

Reference yield: 84.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + 3,4,6-tri-O-benzyl-2-deoxy-α/β-D-glucopyranosyl phenylpropiolate → methyl 2,3,4-tri-O-benzyl-6-O-(3,4,6-tri-O-benzyl-2-deoxy-α-D-arabino-hexopyranosyl)-α-D-glucopyranoside (117841-70-0)

Guidance literature:

With gold(III) chloride; In dichloromethane; at 20 ℃; diastereoselective reaction; Inert atmosphere;

DOI:10.1002/asia.201900888

Reference yield: 83.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + p-toulenesulfonyl 3,4,6-tri-O-benzyl-2-deoxy-α-D-glucopyranoside → methyl (3,4,6-tri-O-benzyl-2-deoxy-β-D-arabino-hexopyranosyl)-(1->6)-2,3,4-tri-O-benzyl-α-D-glucopyranoside (117841-71-1,117841-70-0,125127-14-2)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -78 - 20 ℃; for 18.25h; stereoselective reaction;

upstream raw materials:

C₆₁H₆₄O₁₀Se

C₆₂H₆₆O₁₁S

Thiobenzoic acid O-[(2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((2R,3R,4S,5R,6S)-3,4,5-tris-benzyloxy-6-methoxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-3-yl] ester

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside

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