2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate

Base Information

• Chemical Name: 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate
• CAS No.: 189622-61-5
• Molecular Formula: C₄₅H₄₄Cl₃NO₈Si
• Molecular Weight: 861.291

Synonyms:2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate

Chemical Property of 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate

Chemical Property:

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Technology Process of 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate

There total 1 articles about 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-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: 87.0%

trichloroacetonitrile (545-06-2) + 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-D-galactopyranose → 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate (189622-61-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 0 ℃; for 2h;

Reference yield: 55.0%

1,2,3,6-Tetra-O-benzoyl-α-D-mannopyranose (56994-11-7) + 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate (189622-61-5) → 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose (214195-12-7) + 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose

Guidance literature:

With triethylsilyl trifluoromethyl sulfonate; In dichloromethane; at 0 ℃; for 1h;

Reference yield: 47.0%

methyl 2,3,6-tri-O-benzoyl-α-D-mannopyranoside (3396-68-7,6344-46-3) + 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl trichloroacetimidate (189622-61-5) → methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside + methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside (189622-69-3)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -12 ℃;

upstream raw materials:

trichloroacetonitrile

Downstream raw materials:

methyl 2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

2,4-di-O-benzoyl-3-O-benzyl-6-O-(tert-butyldiphenylsilyl)-α-D-galactopyranosyl-(1->4)-1,2,3,6-tetra-O-benzoyl-α-D-mannopyranose

methyl 2,4-di-O-benzoyl-6-O-(tert-butyldiphenylsilyl)-β-D-galactopyranosyl-(1->4)-2,3,6-tri-O-benzoyl-α-D-mannopyranoside

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