methyl-(1)-4-methoxybenzyl-(8)(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

Base Information

Chemical Name:methyl-(1)-4-methoxybenzyl-(8)(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside
CAS No.:111727-21-0
Molecular Formula:C₃₁H₃₄O₇
Molecular Weight:518.607
Hs Code.:

Synonyms:methyl-(1)-4-methoxybenzyl-(8)(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

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Chemical Property of methyl-(1)-4-methoxybenzyl-(8)(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

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Technology Process of methyl-(1)-4-methoxybenzyl-(8)(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

There total 6 articles about methyl-(1)-4-methoxybenzyl-(8)(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside 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: 73.0%

: 111727-19-6,111819-95-5
methyl (E,Z)-2,3-di-O-benzyl-6,7-dideoxy-4-O-(1-ethoxyethyl)-α-D-gluco-octodiald-6-eno-1,5-pyranoside diethyl acetal

: 105-13-5
4-Methoxybenzyl alcohol

: 111727-21-0
methyl-(1)-4-methoxybenzyl-(8)(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

Guidance literature:: With pyridinium p-toluenesulfonate; In benzene; for 24h; Heating;

Reference yield:

: 111727-15-2
(2R,3R,4S,5R,6S)-4,5-bis(benzyloxy)-2-((tert-butyldimethylsilyloxy)methyl)-6-methoxytetrahydro-2H-pyran-3-ol

: 111727-21-0
methyl-(1)-4-methoxybenzyl-(8)(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 16 h / Ambient temperature

2: 95 percent / (n-Bu)4NF / tetrahydrofuran / 3 h / Ambient temperature

3: 1.) DMSO, (COCl)2, 3.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min 2.) CH₂Cl₂, -78 deg C, 30 min 3.) CH₂Cl₂, -78 deg C

4: tetrahydrofuran; ethanol / 0.5 h / Ambient temperature

5: 73 percent / pyridinium-p-toluenesulfonate / benzene / 24 h / Heating

With oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; pyridinium p-toluenesulfonate; In tetrahydrofuran; ethanol; dichloromethane; benzene;

Reference yield:

: 17791-36-5
methyl 2,3-di-O-benzyl-α-D-glucopyranoside

: 111727-21-0
methyl-(1)-4-methoxybenzyl-(8)(8R)-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-octodiald-6-eno-1,5:8,4-dipyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 2.50 g / Et₃N / DMAP / CH₂Cl₂ / 16 h / Ambient temperature

2: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 16 h / Ambient temperature

3: 95 percent / (n-Bu)4NF / tetrahydrofuran / 3 h / Ambient temperature

4: 1.) DMSO, (COCl)2, 3.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min 2.) CH₂Cl₂, -78 deg C, 30 min 3.) CH₂Cl₂, -78 deg C

5: tetrahydrofuran; ethanol / 0.5 h / Ambient temperature

6: 73 percent / pyridinium-p-toluenesulfonate / benzene / 24 h / Heating

With oxalyl dichloride; tetrabutyl ammonium fluoride; pyridinium p-toluenesulfonate; dimethyl sulfoxide; triethylamine; dmap; pyridinium p-toluenesulfonate; In tetrahydrofuran; ethanol; dichloromethane; benzene;