Benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucopyranoside

Base Information

Chemical Name:Benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucopyranoside
CAS No.:192065-17-1
Molecular Formula:C₂₀H₂₇NO₆S₂
Molecular Weight:441.569
Hs Code.:

Synonyms:Benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucopyranoside

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Chemical Property of Benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucopyranoside

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Technology Process of Benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucopyranoside

There total 4 articles about Benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucopyranoside 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: 46.0%

: 75-15-0,12122-00-8
carbon disulfide

: 66026-10-6
N-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide

: 74-88-4
methyl iodide

: 192065-17-1
Benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucopyranoside

Guidance literature:: carbon disulfide; N-((4aR,6S,7R,8R,8aS)-6-(benzyloxy)-8-hydroxy-2,2-dimethylhexahydropyrano[3,2-d][1,3]dioxin-7-yl)acetamide; With sodium hydroxide; at 20 ℃;

methyl iodide; at 0 ℃; for 0.583333h;
DOI:10.1135/cccc20001726

Reference yield:

: 10036-64-3
N-acetyl-D-glucosamine

: 192065-17-1
Benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: AcCl / 72 °C

2: 63 percent / PTSA / dimethylformamide / 6 h

3: 1) KH / 1) THF, 90 min, 2) THF, 30 min

With potassium hydride; toluene-4-sulfonic acid; acetyl chloride; In N,N-dimethyl-formamide;
DOI:10.1021/jo9621534

Reference yield:

: 3055-51-4,3554-93-6,10380-86-6,13343-62-9,13343-67-4,19374-70-0,33423-30-2,33501-36-9,41355-95-7,86834-14-2,111003-11-3,347411-88-5
benzyl 2-deoxy-2-(N-acetylamino)-D-glucopyranoside

: 192065-17-1
Benzyl 2-acetamido-2-deoxy-4,6-O-isopropylidene-3-O-[(methylsulfanyl)thiocarbonyl]-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / PTSA / dimethylformamide / 6 h

2: 1) KH / 1) THF, 90 min, 2) THF, 30 min

With potassium hydride; toluene-4-sulfonic acid; In N,N-dimethyl-formamide;
DOI:10.1021/jo9621534