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

Base Information

Chemical Name: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
CAS No.:92733-46-5
Molecular Formula:C₅₁H₅₅NO₁₄
Molecular Weight:905.996
Hs Code.:

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 4 articles about 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 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: 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:

: 85-44-9
phthalic anhydride

: 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:: Multi-step reaction with 2 steps

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

2: 70 percent / trifluoroacetic acid / 9 h / 0 °C

With hydrogen sulfide; triethylamine; trifluoroacetic acid;
DOI:10.1016/0008-6215(84)85272-6

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

: 92733-46-5
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:: Multi-step reaction with 3 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

3: 70 percent / trifluoroacetic acid / 9 h / 0 °C

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