N,O-dimethyl-N-(2,3,4,6 tetra-O-benzyl-β-D-glucopyranosyl)hydroxylamine

Base Information

• Chemical Name: N,O-dimethyl-N-(2,3,4,6 tetra-O-benzyl-β-D-glucopyranosyl)hydroxylamine
• CAS No.: 1269490-02-9
• Molecular Formula: C₃₆H₄₁NO₆
• Molecular Weight: 583.725

Synonyms:N,O-dimethyl-N-(2,3,4,6 tetra-O-benzyl-β-D-glucopyranosyl)hydroxylamine

Chemical Property of N,O-dimethyl-N-(2,3,4,6 tetra-O-benzyl-β-D-glucopyranosyl)hydroxylamine

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

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Technology Process of N,O-dimethyl-N-(2,3,4,6 tetra-O-benzyl-β-D-glucopyranosyl)hydroxylamine

There total 2 articles about N,O-dimethyl-N-(2,3,4,6 tetra-O-benzyl-β-D-glucopyranosyl)hydroxylamine 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: 92.0%

benzyl bromide (100-39-0) + N,O-dimethyl-N-(β-D-glucopyranosyl)hydroxylamine → N,O-dimethyl-N-(2,3,4,6 tetra-O-benzyl-β-D-glucopyranosyl)hydroxylamine (1269490-02-9)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1021/jo102372m

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,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → N,O-dimethyl-N-(2,3,4,6 tetra-O-benzyl-β-D-glucopyranosyl)hydroxylamine (1269490-02-9)

Guidance literature:

With sodium acetate; In water; at 0 - 20 ℃; for 20h;

DOI:10.1080/07328303.2012.762104

Reference yield: 90.0%

N,O-dimethyl-N-(2,3,4,6 tetra-O-benzyl-β-D-glucopyranosyl)hydroxylamine (1269490-02-9) → 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)

Guidance literature:

With N-chloro-succinimide; In tetrahydrofuran; water; at 60 ℃; for 1h; chemoselective reaction;

DOI:10.1021/jo102372m

upstream raw materials:

benzyl bromide

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

N,O-dimethylhydroxylamine*hydrochloride

Downstream raw materials:

methyl 2,3,4,6-tetra-O-benzyl α-D-glucopyranoside

methyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside

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

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