benzyl 2,6-dideoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2,6-dideoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-glucopyranoside
CAS No.:156780-12-0
Molecular Formula:C₂₅H₃₃NO₈S
Molecular Weight:507.605
Hs Code.:

Synonyms:benzyl 2,6-dideoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-glucopyranoside

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Chemical Property of benzyl 2,6-dideoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-glucopyranoside

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Technology Process of benzyl 2,6-dideoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-glucopyranoside

There total 6 articles about benzyl 2,6-dideoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-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: 88.0%

: 156780-11-9
benzyl 2-deoxy-4,6-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-glucopyranoside

: 156780-12-0
benzyl 2,6-dideoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-glucopyranoside

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; at 85 ℃; for 1.5h;
DOI:10.1016/0008-6215(94)84115-2

Reference yield:

: 13343-63-0
benzyl 4,6-O-benzylidene-2-acetylamino-2-deoxy-α-D-glucopyranoside

: 156780-12-0
benzyl 2,6-dideoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / tetrabutylammonium bromide, aq. 20percent NaOH / CH₂Cl₂ / 24 h / 40 °C

2: 1.) dimsyl sodium / 1.) DMSO, 24 h, 2.) DMSO

3: aq. 60percent AcOH / 0.42 h / 80 °C

4: pyridine / 2 h / Ambient temperature

5: 88 percent / HMPT, NaBH₄ / 1.5 h / 85 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium tetrahydroborate; tetrabutylammomium bromide; sodium methylsulfinylmethanide; acetic acid; In dichloromethane;
DOI:10.1016/0008-6215(94)84115-2

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 156780-12-0
benzyl 2,6-dideoxy-4-O-methanesulfonyl-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / tetrabutylammonium bromide, aq. 20percent NaOH / CH₂Cl₂ / 24 h / 40 °C

2: 1.) dimsyl sodium / 1.) DMSO, 24 h, 2.) DMSO

3: aq. 60percent AcOH / 0.42 h / 80 °C

4: pyridine / 2 h / Ambient temperature

5: 88 percent / HMPT, NaBH₄ / 1.5 h / 85 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium tetrahydroborate; tetrabutylammomium bromide; sodium methylsulfinylmethanide; acetic acid; In dichloromethane;
DOI:10.1016/0008-6215(94)84115-2