8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside

Base Information

• Chemical Name: 8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside
• CAS No.: 97783-80-7
• Molecular Formula: C₂₃H₃₅N₃O₆
• Molecular Weight: 449.547

Synonyms:8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside

Chemical Property of 8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside

Chemical Property:

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Technology Process of 8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside

There total 2 articles about 8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside 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: 99.0%

8-Methoxycarbonyloctyl-3-O-acetyl-4-azido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid (109898-75-1) → 8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside (97783-80-7)

Guidance literature:

With sodium methylate; In methanol; for 5.5h; Ambient temperature;

DOI:10.1016/0008-6215(86)80006-4

Reference yield:

Acetic acid (2R,3S,4S,5R,6R)-3-azido-5-benzyloxy-6-bromo-2-methyl-tetrahydro-pyran-4-yl ester → 8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside (97783-80-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) molecular sieves 4 Angstroem, 2.) N,N-dimethylformamide / 1.) tetraethylammoniumbromide / 1.) dichloromethane, 4 d, r.t., 2.) dichloromethane, r.t., 8 d

2: 99 percent / natriummethoxyde 1percent in MeOH / methanol / 5.5 h / Ambient temperature

With 4 A molecular sieve; sodium methylate; N,N-dimethyl-formamide; tetraethylammonium bromide; In methanol;

DOI:10.1016/0008-6215(86)80006-4

Reference yield: 40.0%

8-methoxycarbonyloctyl 4-azido-2-O-benzyl-4,6-dideoxy-α-D-galactopyranoside (97783-80-7) + (2S,3S,4R,5S,6R)-3,4-Diacetoxy-6-((2R,3S,4R,5R)-2-acetoxymethyl-5-azido-4-benzyloxy-6-chloro-tetrahydro-pyran-3-yloxy)-5-azido-tetrahydro-pyran-2-carboxylic acid benzyl ester (97783-79-4) → C55H69N9O18 (97783-81-8)

Guidance literature:

With silver perchlorate; silver carbonate;

upstream raw materials:

8-Methoxycarbonyloctyl-3-O-acetyl-4-azido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid

Downstream raw materials:

C₅₅H₆₉N₉O₁₈

8-Methoxycarbonyloctyl-O--(1->4)-O-(2-acetamido-6-O-acetyl-3-O-benzyl-2-desoxy-α-D-glucopyranosyl)-(1->3)4-acetamido-2-O-benzyl-4,6-didesoxy-α-D-galactopyranosid

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