methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxohexopyranosyl)-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxohexopyranosyl)-α-D-glucopyranoside
• CAS No.: 140186-46-5
• Molecular Formula: C₄₀H₄₈O₁₃
• Molecular Weight: 736.813

Synonyms:methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxohexopyranosyl)-α-D-glucopyranoside

Chemical Property of methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxohexopyranosyl)-α-D-glucopyranoside

Chemical Property:

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Technology Process of methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxohexopyranosyl)-α-D-glucopyranoside

There total 13 articles about methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxohexopyranosyl)-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: 94.0%

methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-2-iodo-α-D-talopyranosyl)-α-D-glucopyranoside → methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxohexopyranosyl)-α-D-glucopyranoside (140186-46-5)

Guidance literature:

With fac-tris(4-methyl-(2-pyridinyl-κN)phenyl-κ2C)iridium(III); N-ethyl-N,N-diisopropylamine; para-thiocresol; In acetonitrile; at 20 ℃; Irradiation; Inert atmosphere;

DOI:10.1002/chem.201405516

Reference yield: 90.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + triacetyl-D-galactal (4098-06-0) → methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxohexopyranosyl)-α-D-glucopyranoside (140186-46-5)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; In 1,4-dioxane; at 50 ℃; for 1h; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.1c04008

Reference yield: 74.0%

methyl 2,3,4-tri-O-benzyl-D-glucopyranoside (53008-65-4,641635-63-4) + triacetyl-D-galactal (4098-06-0) → methyl 2,3,4-tri-O-(phenylmethyl)-6-O-(3,4,6-tri-O-acetyl-2-deoxy-α-D-lyxohexopyranosyl)-α-D-glucopyranoside (140186-46-5) + methyl 6-O-(4,6-di-O-acetyl-2,3-dideoxy-α-D-threo-hex-2-enopyranosyl)-2,3,4-tris-O-(phenylmethyl)-α-D-glucopyranoside

Guidance literature:

niobium pentachloride; In acetonitrile; for 0.05h; microwave irradiation;

DOI:10.1016/j.tetlet.2005.05.015

upstream raw materials:

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

2-pyridyl 3,4,6-tri-O-acetyl-2-deoxy-1-thio-D-lyxo-hexopyranoside

3,4,6-Tri-O-acetyl-2-deoxy-1-O-(diphenoxyphosphoryl)-α-D-lyxo-hexopyranose

triacetyl-D-galactal

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