2,3,4-tri-O-benzyl-α-L-fucopyranosyl chloride

Base Information

• Chemical Name: 2,3,4-tri-O-benzyl-α-L-fucopyranosyl chloride
• CAS No.: 64694-23-1
• Molecular Formula: C₂₇H₂₉ClO₄
• Molecular Weight: 452.978
• Mol file: 64694-23-1.mol

Synonyms:2,3,4-tri-O-benzyl-α-L-fucopyranosyl chloride

Chemical Property of 2,3,4-tri-O-benzyl-α-L-fucopyranosyl chloride

Chemical Property:

Purity/Quality:

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Technology Process of 2,3,4-tri-O-benzyl-α-L-fucopyranosyl chloride

There total 5 articles about 2,3,4-tri-O-benzyl-α-L-fucopyranosyl chloride 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: 98.0%

2,3,4-tri-O-benzyl-D-xylopyranosyl picolinate → 2,3,4-tri-O-benzyl-α-L-fucopyranosyl chloride (64694-23-1)

Guidance literature:

With copper dichloride; In dichloromethane; at 20 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.orglett.0c00078

Reference yield: 88.0%

(3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-ol (162118-38-9) → 2,3,4-tri-O-benzyl-α-L-fucopyranosyl chloride (64694-23-1)

Guidance literature:

With n-butyllithium; chlorophosphoric acid diphenyl ester; In tetrahydrofuran; at 25 ℃; for 15h;

DOI:10.1016/0040-4039(96)01006-4

Reference yield: 88.0%

2,3,4-tri-O-benzyl-6-deoxy-α-L-galactopyranose (33639-75-7) → 2,3,4-tri-O-benzyl-α-L-fucopyranosyl chloride (64694-23-1)

Guidance literature:

With oxalyl dichloride; In N,N-dimethyl-formamide;

DOI:10.1039/c1cc11690h

upstream raw materials:

(3S,4R,5R,6S)-3,4,5-tris(benzyloxy)-6-methyltetrahydro-2H-pyran-2-ol

1-O-methyl 2,3,4-tri-O-benzyl-L-fucopyranoside

2,3,4-tri-O-benzyl-6-deoxy-α-L-galactopyranose

Downstream raw materials:

1-O-(4-pentenyl) 2,3,4-tri-O-benzyl-α-L-fucopyranoside

methyl 3-O-benzyl-2-O-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-α-D-glucopyranoside

methyl 3-O-benzyl-6-O-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-α-D-glucopyranoside

methyl 2,3-di-O-methyl-6-O-(2,3,4-tri-O-benzyl-β-L-fucopyranosyl)-α-D-glucopyranoside