1,6-Anhydro-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranose

Base Information

Chemical Name:1,6-Anhydro-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranose
CAS No.:92733-42-1
Molecular Formula:C₄₇H₄₉NO₁₁
Molecular Weight:803.906
Hs Code.:

Synonyms:1,6-Anhydro-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranose

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Chemical Property of 1,6-Anhydro-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranose

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Technology Process of 1,6-Anhydro-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranose

There total 1 articles about 1,6-Anhydro-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-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:

: 83259-14-7
4-O-(6-O-Acetyl-3-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-1,6-anhydro-2-azido-3-O-benzyl-2-desoxy-β-D-glucopyranose

: 92733-42-1
1,6-Anhydro-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) sodium methoxide, 2.) sodium hydride / 1.) methanol, 2.) N,N-dimethylformamide, 0 deg C, 4 h

2: 1.) H₂S, 2.) triethylamine / 1.) pyridine/water, 40 - 50 deg C, 8 h, 2.) methylene dichloride, 2 h

With hydrogen sulfide; sodium methylate; sodium hydride; triethylamine;
DOI:10.1016/0008-6215(84)85272-6

Reference yield: 70.0%

: 108-24-7
acetic anhydride

: 92733-42-1
1,6-Anhydro-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranose

: 92733-46-5
1,6-Di-O-acetyl-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranose

Guidance literature:: With trifluoroacetic acid; at 0 ℃; for 9h;
DOI:10.1016/0008-6215(84)85272-6

Reference yield:

: 92733-42-1
1,6-Anhydro-3-O-benzyl-2-desoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranose

: 92733-49-8
6-O-acetyl-3-O-benzyl-2-deoxy-4-O-(3,6-di-O-allyl-2,4-di-O-benzyl-β-D-mannopyranosyl)-2-phthalimido-β-D-glucopyranosyl chloride

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / trifluoroacetic acid / 9 h / 0 °C

2: potassium carbonate / methanol / 0.25 h / 0 °C

3: molecular sieve 4A, chlorocarbenium-N,N-dimethyliminium chloride / CH₂Cl₂; acetonitrile / Ambient temperature

With 4 A molecular sieve; Vilsmeier reagent; potassium carbonate; trifluoroacetic acid; In methanol; dichloromethane; acetonitrile;
DOI:10.1016/0008-6215(84)85272-6