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

Base Information

• Chemical Name: 1,2,3,6-tetra-O-acetyl-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranose
• CAS No.: 127066-74-4
• Molecular Formula: C₃₃H₄₂O₁₈
• Molecular Weight: 726.686

Synonyms:1,2,3,6-tetra-O-acetyl-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranose

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

Chemical Property:

Purity/Quality:

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

There total 3 articles about 1,2,3,6-tetra-O-acetyl-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranose 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: 77.0%

1,2,3,6-tetra-O-acetyl-4-O-trityl-β-D-glucopyranose (99337-73-2) + Acetic acid (2R,3R,4S,5R)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-thiocyanato-tetrahydro-pyran-4-yl ester (127066-72-2,130052-60-7,135593-55-4) → trityl isothiocyanate (1726-94-9) + 1,2,3,6-tetra-O-acetyl-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranose (127066-74-4)

Guidance literature:

triphenylmethyl perchlorate; In dichloromethane; for 2h; Ambient temperature;

DOI:10.1016/S0040-4039(01)80593-1

Reference yield: 77.0%

1,2,3,6-tetra-O-acetyl-4-O-trityl-β-D-glucopyranose (99337-73-2) + 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranosyl-1-deoxy-1-thiocyanate (127066-72-2) → 1,2,3,6-tetra-O-acetyl-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl)-β-D-glucopyranose (127066-74-4) + 3,4,6-tri-O-acetyl-2-O-benzyl-α-D-glucopyranosyl isothiocyanate (130052-67-4) + β-D-glucose pentaacetate (604-69-3)

Guidance literature:

With triphenylmethyl perchlorate; In dichloromethane; Ambient temperature;

DOI:10.1016/0008-6215(91)84047-I

Reference yield:

acetic anhydride (108-24-7) + 2'-O-benzyl-lactose (102674-68-0) → 1,2,3,6-tetra-O-acetyl-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl)-D-glucopyranose (127066-74-4,130052-64-1)

Guidance literature:

With pyridine; for 20h;

DOI:10.1016/0008-6215(90)84076-7

upstream raw materials:

acetic anhydride

2'-O-benzyl-lactose

1,2,3,6-tetra-O-acetyl-4-O-trityl-β-D-glucopyranose

3,4,6-tri-O-acetyl-2-O-benzyl-β-D-glucopyranosyl-1-deoxy-1-thiocyanate

Downstream raw materials:

methyl 2,3,6-tri-O-acetyl-4-O-(3,4,6-tri-O-acetyl-β-D-galactopyranosyl)-β-D-glucopyranoside

methyl 2,3,6-tri-O-acetyl-4-O-(3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl)-β-D-glucopyranoside

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