3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose

Base Information

• Chemical Name: 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose
• CAS No.: 1344088-81-8
• Molecular Formula: C₂₇H₄₄O₉Si₂
• Molecular Weight: 568.812

Synonyms:3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose

Chemical Property of 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose

Chemical Property:

Purity/Quality:

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Technology Process of 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose

There total 2 articles about 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose 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: 76.0%

octyl 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-1-thio-α-D-mannopyranoside (1344088-80-7) → 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose (1344088-81-8)

Guidance literature:

With N-Bromosuccinimide; water; In acetone; at 0 ℃; for 0.166667h;

DOI:10.1016/j.carres.2011.08.001

Reference yield:

octyl 2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-1-thio-α-D-mannopyransoside (187139-98-6) → 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose (1344088-81-8)

Guidance literature:

Multi-step reaction with 2 steps

1: dmap / pyridine / 16 h / 0 - 20 °C

2: N-Bromosuccinimide; water / acetone / 0.17 h / 0 °C

With dmap; N-Bromosuccinimide; water; In pyridine; acetone;

DOI:10.1016/j.carres.2011.08.001

Reference yield: 93.0%

3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranose (1344088-81-8) + trichloroacetonitrile (545-06-2) → 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranosyl trichloroacetimidate (1344088-82-9)

Guidance literature:

With potassium carbonate; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.carres.2011.08.001

upstream raw materials:

octyl 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxane-1,3-diyl)-1-thio-α-D-mannopyranoside

octyl 2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-1-thio-α-D-mannopyransoside

Downstream raw materials:

octyl 3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

octyl 3-O-acetyl-2-O-benzoyl-4-O-(1-fluoro-1,1,3,3-tetraisopropyl-1,3-disiloxane-3-yl)-α-D-mannopyranosyl-(1->4)-2-azido-3,6-di-O-benzyl-2-deoxy-1-thio-α-D-glucopyranoside

3-O-acetyl-2-O-benzoyl-4,6-O-(1,1,3,3-tetraisopropyl-1,3-disiloxanediyl)-α-D-mannopyranosyl trichloroacetimidate

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