2,2,N-Tris-(4-chloro-phenyl)-acetimidic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Base Information

• Chemical Name: 2,2,N-Tris-(4-chloro-phenyl)-acetimidic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester
• CAS No.: 74808-07-4
• Molecular Formula: C₅₄H₄₈Cl₃NO₆
• Molecular Weight: 913.337

Synonyms:2,2,N-Tris-(4-chloro-phenyl)-acetimidic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

Chemical Property of 2,2,N-Tris-(4-chloro-phenyl)-acetimidic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

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Technology Process of 2,2,N-Tris-(4-chloro-phenyl)-acetimidic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester

There total 2 articles about 2,2,N-Tris-(4-chloro-phenyl)-acetimidic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester 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: 93.0%

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + N,2,2-tris-(4-chlorophenyl)ketenimine (63168-12-7) → 2,2,N-Tris-(4-chloro-phenyl)-acetimidic acid (2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yl ester (74808-07-4)

Guidance literature:

With sodium hydride; In dichloromethane; for 5h; Ambient temperature;

Reference yield:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) + N,2,2-tris-(4-chlorophenyl)ketenimine (63168-12-7) → O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-N,2,2-tris(4-chlorphenyl)acetimidat (74808-07-4)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) CH₂Cl₂, room temp.; 2.) 5 h, room temp.;

Reference yield: 81.0%

furan (110-00-9) + O-(2,3,4,6-Tetra-O-benzyl-β-D-glucopyranosyl)-N,2,2-tris(4-chlorphenyl)acetimidat (74808-07-4) → 2-(1'-deoxy-2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)furan (108943-81-3)

Guidance literature:

With zinc chloride diethyl ether; In dichloromethane; for 1h; Ambient temperature;

upstream raw materials:

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

N,2,2-tris-(4-chlorophenyl)ketenimine

Downstream raw materials:

(1R,2S,6S,7R,8R)-4,4-Dimethyl-7-((2S,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,5,10,11-tetraoxa-tricyclo[6.2.1.0^2,6]undecane

(1R,2S,6S,7R,8R)-4,4-Dimethyl-7-((2R,3R,4S,5R,6R)-3,4,5-tris-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxy)-3,5,10,11-tetraoxa-tricyclo[6.2.1.0^2,6]undecane

2-(1'-deoxy-2',3',4',6'-tetra-O-benzyl-α-D-glucopyranosyl)furan

5-Methyl-2-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)furan

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