3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose

Base Information

• Chemical Name: 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose
• CAS No.: 652993-94-7
• Molecular Formula: C₃₀H₃₃NO₆
• Molecular Weight: 503.595

Synonyms:3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose

Chemical Property of 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose

Chemical Property:

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Technology Process of 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose

There total 17 articles about 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose 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: 100.0%

2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine (898803-27-5) → 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose (652993-94-7)

Guidance literature:

With Dowex-50 (H+) resin; In tetrahydrofuran; water; at 20 ℃; for 1h;

DOI:10.1055/s-2006-939061

Reference yield: 79.0%

3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-ido-heptose (652993-93-6) → 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose (652993-94-7)

Guidance literature:

With silica gel; In ethyl acetate;

DOI:10.1081/CAR-120026465

Reference yield:

N-[(2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((E)-propenyl)-tetrahydro-pyran-3-yl]-acetamide (578729-63-2) → 3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-gulo-heptose (652993-94-7)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; at 20 ℃;

DOI:10.1016/S0040-4039(03)00818-9

upstream raw materials:

3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-aldehydo-D-glycero-D-ido-heptose

N-[(2S,3S,4R,5S,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-((E)-propenyl)-tetrahydro-pyran-3-yl]-acetamide

2-(2'-N-acetyl)-(2'-deoxy-3',4',6'-tri-O-benzyl-β-D-glucopyranosyl)-1,3-bis(phenylmethyl)imidazolidine

1-C-(2-N-acetamido-2-deoxy-3,4,6-tri-O-acetyl-β-D-glucopyranosyl)-propane-2-one

Downstream raw materials:

3-acetamido-2,6-anhydro-4,5,7-tri-O-benzyl-3-deoxy-D-glycero-D-gulo-heptonic acid

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