allyl 2,3,6-tri-O-benzyl-4-O-(trifluoromethylsulfonyl)-α-D-galactopyranoside

Base Information

• Chemical Name: allyl 2,3,6-tri-O-benzyl-4-O-(trifluoromethylsulfonyl)-α-D-galactopyranoside
• CAS No.: 167646-21-1
• Molecular Formula: C₃₁H₃₃F₃O₈S
• Molecular Weight: 622.659

Synonyms:allyl 2,3,6-tri-O-benzyl-4-O-(trifluoromethylsulfonyl)-α-D-galactopyranoside

Chemical Property of allyl 2,3,6-tri-O-benzyl-4-O-(trifluoromethylsulfonyl)-α-D-galactopyranoside

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Technology Process of allyl 2,3,6-tri-O-benzyl-4-O-(trifluoromethylsulfonyl)-α-D-galactopyranoside

There total 2 articles about allyl 2,3,6-tri-O-benzyl-4-O-(trifluoromethylsulfonyl)-α-D-galactopyranoside 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: 97.0%

allyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside (61893-74-1) + trifluoromethylsulfonic anhydride (358-23-6) → allyl 2,3,6-tri-O-benzyl-4-O-(trifluoromethylsulfonyl)-α-D-galactopyranoside (167646-21-1)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1016/S0008-6215(99)00327-4

Reference yield:

trifluoromethylsulfonic anhydride (358-23-6) + allyl 2,3,6 tri-O-benzyl-α-D-glucopyranoside (153097-69-9) → allyl 2,3,6-tri-O-benzyl-4-O-(trifluoromethylsulfonyl)-α-D-galactopyranoside (167646-21-1)

Guidance literature:

With pyridine; In dichloromethane; at -10 ℃; for 1h;

DOI:10.1016/j.carres.2012.07.015

Reference yield: 81.0%

allyl 2,3,6-tri-O-benzyl-4-O-(trifluoromethylsulfonyl)-α-D-galactopyranoside (167646-21-1) + 1-S-acetyl-2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-1-thio-β-D-glucopyranose (273935-04-9) → allyl 2,3,6-tri-O-benzyl-4-S-(2,3,4-tri-O-benzyl-6-O-tert-butyldiphenylsilyl-β-D-glucopyranosyl)-4-thio-α-D-glucopyranoside

Guidance literature:

With piperidine; iminophosphorane base BEMP; In acetonitrile; at 20 ℃;

DOI:10.1016/S0008-6215(99)00327-4

upstream raw materials:

allyl 2,3,6-tri-O-benzyl-α-D-galactopyranoside

trifluoromethylsulfonic anhydride

allyl 2,3,6 tri-O-benzyl-α-D-glucopyranoside

Downstream raw materials:

prop-1-en-1-yl 2,3,6-tri-O-benzyl-4-deoxy-4-fluoro-α-D-galactopyranoside

prop-1-en-1-yl 2,3,6-tri-O-benzyl-4-deoxy-4-fluoro-α-D-galactopyranoside

2,3,6-tri-O-benzyl-4-deoxy-4-fluoro-D-galactopyranose

2,3,6-tri-O-benzyl-4-deoxy-4-fluoro-D-galactopyranose

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