5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-7-O-methylsulfonyl-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4)

Base Information

Chemical Name:5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-7-O-methylsulfonyl-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4)
CAS No.:109748-35-8
Molecular Formula:C₃₀H₄₁NO₁₀S₂
Molecular Weight:639.788
Hs Code.:

Synonyms:5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-7-O-methylsulfonyl-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4)

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Chemical Property of 5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-7-O-methylsulfonyl-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4)

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Technology Process of 5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-7-O-methylsulfonyl-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4)

There total 5 articles about 5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-7-O-methylsulfonyl-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4) 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: 78.0%

: 124-63-0
methanesulfonyl chloride

: 109748-30-3
5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4)

: 109748-35-8
5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-7-O-methylsulfonyl-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4)

Guidance literature:: In pyridine; for 2h; Ambient temperature;
DOI:10.1246/bcsj.59.3523

Reference yield:

: 100-39-0
benzyl bromide

: 109748-35-8
5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-7-O-methylsulfonyl-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4)

Guidance literature:: Multi-step reaction with 4 steps

1: 49 percent / NaH / dimethylformamide

2: aq. acetic acid / aq. acetic acid / Ambient temperature

3: 48.6 percent / NaH / tetrahydrofuran / 12 h / 5 °C

4: 78 percent / pyridine / 2 h / Ambient temperature

With sodium hydride; acetic acid; In tetrahydrofuran; pyridine; acetic acid; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.59.3523

Reference yield:

: N-[(R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-1-((3aR,5R,6R,6aR)-2,2-dimethyl-6-methylsulfanylmethoxy-tetrahydro-furo[2,3-d][1,3]dioxol-5-yl)-2-hydroxy-ethyl]-acetamide

: 109748-35-8
5-acetamido-6,8-di-O-benzyl-5-deoxy-1,2-O-isopropylidene-7-O-methylsulfonyl-3-O-methylthiomethyl-β-L-erythro-D-allooctofuranose-(1,4)

Guidance literature:: Multi-step reaction with 4 steps

1: 49 percent / NaH / dimethylformamide

2: aq. acetic acid / aq. acetic acid / Ambient temperature

3: 48.6 percent / NaH / tetrahydrofuran / 12 h / 5 °C

4: 78 percent / pyridine / 2 h / Ambient temperature

With sodium hydride; acetic acid; In tetrahydrofuran; pyridine; acetic acid; N,N-dimethyl-formamide;
DOI:10.1246/bcsj.59.3523