p-nitrophenyl 2,3-O-(S)-benzylidene-4-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside

Base Information

• Chemical Name: p-nitrophenyl 2,3-O-(S)-benzylidene-4-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside
• CAS No.: 74801-28-8
• Molecular Formula: C₄₆H₄₇NO₁₂
• Molecular Weight: 805.879

Synonyms:p-nitrophenyl 2,3-O-(S)-benzylidene-4-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside

Chemical Property of p-nitrophenyl 2,3-O-(S)-benzylidene-4-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside

Chemical Property:

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Technology Process of p-nitrophenyl 2,3-O-(S)-benzylidene-4-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside

There total 3 articles about p-nitrophenyl 2,3-O-(S)-benzylidene-4-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside 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: 96.0%

p-nitrophenyl 4-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-O-(S)-benzylidene-α-L-rhamnopyranoside (74841-92-2) → p-nitrophenyl 2,3-O-(S)-benzylidene-4-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside (74801-28-8)

Guidance literature:

With sodium; In methanol; for 1h; Ambient temperature;

DOI:10.1016/S0008-6215(00)85378-1

Reference yield:

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride (65827-59-0) → p-nitrophenyl 2,3-O-(S)-benzylidene-4-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside (74801-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / 2,4,6-collidine, silver triflate / CH₂Cl₂ / -50 °C

2: 96 percent / sodium / methanol / 1 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; sodium; In methanol; dichloromethane;

DOI:10.1016/S0008-6215(00)85378-1

Reference yield:

p-nitrophenyl 2,3-O-(S)-benzylidene-α-L-rhamnopyranoside (58381-52-5) → p-nitrophenyl 2,3-O-(S)-benzylidene-4-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-α-L-rhamnopyranoside (74801-28-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / 2,4,6-collidine, silver triflate / CH₂Cl₂ / -50 °C

2: 96 percent / sodium / methanol / 1 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; silver trifluoromethanesulfonate; sodium; In methanol; dichloromethane;

DOI:10.1016/S0008-6215(00)85378-1

upstream raw materials:

p-nitrophenyl 4-O-(2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-2,3-O-(S)-benzylidene-α-L-rhamnopyranoside

2-O-acetyl-3,4,6-tri-O-benzyl-α-D-mannopyranosyl chloride

p-nitrophenyl 2,3-O-(S)-benzylidene-α-L-rhamnopyranoside

Downstream raw materials:

p-nitrophenyl O-(2,3,4,6-tetra-O-benzyl-α-D-galactopyranosyl)-(1<*>2)-O-(3,4,6-tri-O-benzyl-α-D-mannopyranosyl)-(1<*>4)-<2,3-O-(S)-benzylidene-α-L-rhamnopyranoside>

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