ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-[4-(2,2-di-tert-butyloxycarbonylethyl)benzyl]-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-[4-(2,2-di-tert-butyloxycarbonylethyl)benzyl]-1-thio-β-D-galactopyranoside
CAS No.:364629-97-0
Molecular Formula:C₄₂H₅₄O₁₀S
Molecular Weight:750.951
Hs Code.:

Synonyms:ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-[4-(2,2-di-tert-butyloxycarbonylethyl)benzyl]-1-thio-β-D-galactopyranoside

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Chemical Property of ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-[4-(2,2-di-tert-butyloxycarbonylethyl)benzyl]-1-thio-β-D-galactopyranoside

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Technology Process of ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-[4-(2,2-di-tert-butyloxycarbonylethyl)benzyl]-1-thio-β-D-galactopyranoside

There total 8 articles about ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-[4-(2,2-di-tert-butyloxycarbonylethyl)benzyl]-1-thio-β-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: 82.0%

: 541-16-2
t-butyl malonate

: 364629-96-9
ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-(4-bromomethylphenylmethyl)-1-thio-β-D-galactopyranoside

: 364629-97-0
ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-[4-(2,2-di-tert-butyloxycarbonylethyl)benzyl]-1-thio-β-D-galactopyranoside

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; N,N-dimethyl-formamide; tert-butyl alcohol; at 50 - 60 ℃;
DOI:10.1016/S0968-0896(01)00015-3

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 364629-97-0
ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-[4-(2,2-di-tert-butyloxycarbonylethyl)benzyl]-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 62 percent / p-toluenesulfonic acid / acetonitrile / 22 °C

2: 61 percent / NaH / dimethylformamide / 22 °C

3: 82 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran; dimethylformamide / 50 - 60 °C

With potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0968-0896(01)00015-3

Reference yield:

: 172146-95-1
ethyl 3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

: 364629-97-0
ethyl 2-O-p-methoxybenzyl-4,6-di-O-benzylidene-3-O-[4-(2,2-di-tert-butyloxycarbonylethyl)benzyl]-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 100 percent / pyridine / 5 h

2: 64 percent / NaH / dimethylformamide / 2 h / 22 °C

3: 78 percent / aq. AcOH / 1.5 h / 60 °C

4: 62 percent / p-toluenesulfonic acid / acetonitrile / 22 °C

5: 61 percent / NaH / dimethylformamide / 22 °C

6: 82 percent / t-BuOK / 2-methyl-propan-2-ol; tetrahydrofuran; dimethylformamide / 50 - 60 °C

With potassium tert-butylate; sodium hydride; toluene-4-sulfonic acid; acetic acid; In tetrahydrofuran; pyridine; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0968-0896(01)00015-3