2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose

Base Information

• Chemical Name: 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose
• CAS No.: 313220-19-8
• Molecular Formula: C₄₉H₄₄O₁₅
• Molecular Weight: 872.879

Synonyms:2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose

Chemical Property of 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose

There total 3 articles about 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose 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: 90.0%

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate (183901-63-5) + 4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose (205690-34-2) → 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose (313220-19-8)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at -42 ℃; for 3h;

DOI:10.1016/S0008-6215(00)00160-9

Reference yield:

1,2-O-ethylidene(R,S)-α-D-glucopyranose (228702-12-3) → 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose (313220-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / ZnCl₂ / 4 h / 20 °C

2: 90 percent / trimethylsilyltriflate / CH₂Cl₂ / 3 h / -42 °C

With trimethylsilyl trifluoromethanesulfonate; zinc(II) chloride; In dichloromethane;

DOI:10.1016/S0008-6215(00)00160-9

Reference yield:

(diethoxymethyl)benzene (774-48-1) → 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose (313220-19-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / ZnCl₂ / 4 h / 20 °C

2: 90 percent / trimethylsilyltriflate / CH₂Cl₂ / 3 h / -42 °C

With trimethylsilyl trifluoromethanesulfonate; zinc(II) chloride; In dichloromethane;

DOI:10.1016/S0008-6215(00)00160-9

upstream raw materials:

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl trichloroacetimidate

4,6-O-benzylidene-1,2-O-(R,S)-ethylidene-α-D-glucopyranose

1,2-O-ethylidene(R,S)-α-D-glucopyranose

(diethoxymethyl)benzene

Downstream raw materials:

1,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl-(1->3)-1,2-O-(R,S)-ethylidene-α-D-glucopyranose

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