benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-α-D-glucopyranoside

Base Information

Chemical Name:benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-α-D-glucopyranoside
CAS No.:156857-12-4
Molecular Formula:C₃₀H₃₃NO₇
Molecular Weight:519.595
Hs Code.:

Synonyms:benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-α-D-glucopyranoside

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Chemical Property of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-α-D-glucopyranoside

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Technology Process of benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-α-D-glucopyranoside

There total 1 articles about benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-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: 95.0%

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

: 824-94-2
p-methoxybenzyl chloride

: 156857-12-4
benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-α-D-glucopyranoside

Guidance literature:: With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; at 40 ℃; for 24h;
DOI:10.1016/0008-6215(94)84115-2

Reference yield:

: 156857-12-4
benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-α-D-glucopyranoside

: benzyl 4-O-benzoyl-2,6-dideoxy-2-(N-methylacetamido)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: pyridine / 2 h / Ambient temperature

4: 88 percent / HMPT, NaBH₄ / 1.5 h / 85 °C

5: 76 percent / HMPT / 24 h / 140 °C

6: 48 percent / ceric ammonium nitrate / acetonitrile; H₂O / Ambient temperature

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; ammonium cerium(IV) nitrate; sodium methylsulfinylmethanide; acetic acid; In water; acetonitrile;
DOI:10.1016/0008-6215(94)84115-2

Reference yield:

: 156857-12-4
benzyl 2-acetamido-4,6-O-benzylidene-2-deoxy-3-O-(4-methoxybenzyl)-α-D-glucopyranoside

: 156780-15-3
benzyl 2,6-dideoxy-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

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

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

3: pyridine / 2 h / Ambient temperature

4: 88 percent / HMPT, NaBH₄ / 1.5 h / 85 °C

5: 76 percent / HMPT / 24 h / 140 °C

6: 83 percent / NaOMe / methanol / 24 h / Ambient temperature

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