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

Base Information

Chemical Name:benzyl 4-O-benzoyl-2,6-dideoxy-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-galactopyranoside
CAS No.:156780-13-1
Molecular Formula:C₃₁H₃₅NO₇
Molecular Weight:533.621
Hs Code.:

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

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

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

There total 7 articles about benzyl 4-O-benzoyl-2,6-dideoxy-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-galactopyranoside 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: 76.0%

: 532-32-1
sodium benzoate

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

: 156780-13-1
benzyl 4-O-benzoyl-2,6-dideoxy-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-galactopyranoside

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; at 140 ℃; for 24h;
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

: 156780-13-1
benzyl 4-O-benzoyl-2,6-dideoxy-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 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

6: 76 percent / HMPT / 24 h / 140 °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

: 156780-13-1
benzyl 4-O-benzoyl-2,6-dideoxy-3-O-(4-methoxybenzyl)-2-(N-methylacetamido)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 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

6: 76 percent / HMPT / 24 h / 140 °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