methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside

Base Information

Chemical Name:methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside
CAS No.:173911-76-7
Molecular Formula:C₃₂H₃₆O₉
Molecular Weight:564.632
Hs Code.:

Synonyms:methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside

Suppliers and Price of methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside

There total 15 articles about methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside 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:

: 100-39-0
benzyl bromide

: 173911-76-7
methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 81.1 percent / NaH / dimethylformamide; tetrahydrofuran / 0.5 h / 0 °C

2: 94.5 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3: pyridine; trifluoroacetic acid; N,N-dicyclohexylcarbodiimide / benzene; dimethylsulfoxide / 24 h / 20 °C

4: Et₃N; 4-(dimethylamino)pyridine / 1,2-dichloro-ethane / 5 h / Heating

With pyridine; dmap; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo001575h

Reference yield:

: 89238-99-3
O-(4-methoxybenzyl)-trichloroacetimidate

: 173911-76-7
methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: TfOH / diethyl ether / 1 h / 20 °C

2: 155.7 mg / NaOH / H₂O / 0.5 h / 20 °C

3: 94 percent / imidazole / dimethylformamide / 0.5 h / 20 °C

4: 81.1 percent / NaH / dimethylformamide; tetrahydrofuran / 0.5 h / 0 °C

5: 94.5 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

6: pyridine; trifluoroacetic acid; N,N-dicyclohexylcarbodiimide / benzene; dimethylsulfoxide / 24 h / 20 °C

7: Et₃N; 4-(dimethylamino)pyridine / 1,2-dichloro-ethane / 5 h / Heating

With pyridine; 1H-imidazole; dmap; sodium hydroxide; trifluorormethanesulfonic acid; tetrabutyl ammonium fluoride; sodium hydride; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/jo001575h

Reference yield:

: 162583-79-1
methyl 2-O-benzyl-3,4-bis-O-(p-methoxybenzyl)-α-D-glucopyranoside

: 173911-76-7
methyl (Z)-2-O-benzyl-3,4-di-O-(p-methoxybenzyl)-6-O-acetyl-α-D-glucos-5-enopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; trifluoroacetic acid; N,N-dicyclohexylcarbodiimide / benzene; dimethylsulfoxide / 24 h / 20 °C

2: Et₃N; 4-(dimethylamino)pyridine / 1,2-dichloro-ethane / 5 h / Heating

With pyridine; dmap; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dimethyl sulfoxide; 1,2-dichloro-ethane; benzene;
DOI:10.1021/jo001575h