2-pyridyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Base Information

• Chemical Name: 2-pyridyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside
• CAS No.: 139391-14-3
• Molecular Formula: C₆₆H₆₇NO₁₀S
• Molecular Weight: 1066.32

Synonyms:2-pyridyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Chemical Property of 2-pyridyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of 2-pyridyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

There total 2 articles about 2-pyridyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-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:

2-pyridyl 2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (139391-13-2) → 2-pyridyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (139391-14-3)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOCH₃ / methanol / 1 h / Ambient temperature

2: NaH / dimethylformamide / 1 h / Ambient temperature

With sodium methylate; sodium hydride; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)91035-X

Reference yield:

benzyl bromide (100-39-0) + (2S,3R,4S,5S,6R)-2-(Pyridin-2-ylsulfanyl)-6-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3,4,5-triol → 2-pyridyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (139391-14-3)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 1h; Yield given; Ambient temperature;

DOI:10.1016/S0040-4020(01)91035-X

Reference yield: 64.0%

2-pyridyl 2,3,4-tri-O-benzyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside (139391-14-3) + 1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (4064-06-6) → O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside (115828-44-9)

Guidance literature:

With molecular sieve; In dichloromethane; at 50 ℃; for 29h;

DOI:10.1016/S0040-4020(01)91035-X

upstream raw materials:

benzyl bromide

2-pyridyl 2,3,4-tri-O-acetyl-6-O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-1-thio-β-D-glucopyranoside

Downstream raw materials:

O-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-(1-6)-O-(2,3,4-tri-O-benzyl-α-D-glucopyranosyl)-(1-6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranoside

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