3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl trichloroacetimidate
• CAS No.: 401900-32-1
• Molecular Formula: C₃₃H₄₀Cl₃NO₁₇
• Molecular Weight: 829.036

Synonyms:3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl trichloroacetimidate

Chemical Property of 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl trichloroacetimidate

Chemical Property:

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Technology Process of 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl trichloroacetimidate

There total 2 articles about 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl trichloroacetimidate 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: 70.0%

trichloroacetonitrile (545-06-2) + Acetic acid (2R,3S,4S,5R,6R)-3-acetoxy-2-acetoxymethyl-5-benzyloxy-6-((2R,3S,4S,5R)-3,4,5-triacetoxy-6-hydroxy-tetrahydro-pyran-2-ylmethoxy)-tetrahydro-pyran-4-yl ester → 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl trichloroacetimidate (401900-32-1)

Guidance literature:

With potassium carbonate; In dichloromethane; for 24h; Heating;

DOI:10.1016/S0008-6215(01)00232-4

Reference yield:

3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-1,2,3,4-tetra-O-acetyl-α-D-galactopyranose → 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl trichloroacetimidate (401900-32-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / hydrazine acetate / dimethylformamide / 1.5 h

2: 70 percent / K₂CO₃ / CH₂Cl₂ / 24 h / Heating

With hydrazinium monoacetate; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(01)00232-4

Reference yield: 60.0%

[(3aS,4R,6R,7R,7aS)-7-Benzyloxy-2,2-dimethyl-6-((3aR,5R,5aS,8aR,8bR)-2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-5-ylmethoxy)-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl]-methanol + 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl trichloroacetimidate (401900-32-1) → 3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose (401900-33-2)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -45 ℃; for 2h;

DOI:10.1016/S0008-6215(01)00232-4

upstream raw materials:

trichloroacetonitrile

Downstream raw materials:

3,4,6-tri-O-acetyl-2-O-benzyl-β-D-galactopyranosyl-(1->6)-2,3,4-tri-O-acetyl-β-D-galactopyranosyl-(1->6)-2-O-benzyl-3,4-O-isopropylidene-β-D-galactopyranosyl-(1->6)-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose

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