2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-β-D-glucopyranose

Base Information

Chemical Name:2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-β-D-glucopyranose
CAS No.:112289-18-6
Molecular Formula:C₃₃H₃₉NO₆
Molecular Weight:545.676
Hs Code.:

Synonyms:2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-β-D-glucopyranose

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Chemical Property of 2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-β-D-glucopyranose

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Technology Process of 2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-β-D-glucopyranose

There total 4 articles about 2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-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: 83.0%

: 79-16-3
N-methyl-acetamide

: 112346-23-3
2-O-allyl-3,4,6-tri-O-benzyl-α-D-glucopyranosyl chloride

: 112289-18-6
2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-β-D-glucopyranose

Guidance literature:: With molecular sieve; N-ethyl-N,N-diisopropylamine; silver(l) oxide; In benzene; Ambient temperature;
DOI:10.1016/0008-6215(87)80204-5

Reference yield:

: 20672-67-7,40246-25-1,40246-30-8,73415-91-5,73445-27-9,81086-90-0,148888-64-6
(2S,3R,4R,5R,6R)-4,5-Bis-benzyloxy-6-benzyloxymethyl-2-methoxy-tetrahydro-pyran-3-ol

: 112289-18-6
2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / sodium hydride / dimethylformamide / 3 h / Ambient temperature

2: 72 percent / HCl / acetic acid / 2 h / 100 °C

3: 92 percent / dimethylformamide; CH₂Cl₂ / 1 h / Ambient temperature

4: 83 percent / silver oxide, di-isopropylethylamine, molecular sieve / benzene / Ambient temperature

With hydrogenchloride; molecular sieve; sodium hydride; N-ethyl-N,N-diisopropylamine; silver(l) oxide; In dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(87)80204-5

Reference yield:

: 58341-63-2
methyl 2-O-allyl-3,4,6-tri-O-benzyl-α-D-glucopyranoside

: 112289-18-6
2-O-allyl-3,4,6-tri-O-benzyl-1-O-(N-methylacetamidoyl)-β-D-glucopyranose

Guidance literature:: Multi-step reaction with 3 steps

1: 72 percent / HCl / acetic acid / 2 h / 100 °C

2: 92 percent / dimethylformamide; CH₂Cl₂ / 1 h / Ambient temperature

3: 83 percent / silver oxide, di-isopropylethylamine, molecular sieve / benzene / Ambient temperature

With hydrogenchloride; molecular sieve; N-ethyl-N,N-diisopropylamine; silver(l) oxide; In dichloromethane; acetic acid; N,N-dimethyl-formamide; benzene;
DOI:10.1016/0008-6215(87)80204-5