ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-3-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-3-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside
CAS No.:206856-94-2
Molecular Formula:C₃₅H₄₆O₁₀S
Molecular Weight:658.81
Hs Code.:

Synonyms:ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-3-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

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Chemical Property of ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-3-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

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Technology Process of ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-3-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

There total 11 articles about ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-3-O-benzoyl-4,6-O-benzylidene-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: 99.0%

: 98-88-4
benzoyl chloride

: 206856-93-1
ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

: 206856-94-2
ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-3-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:: With dmap; In pyridine; dichloromethane; at 22 ℃;
DOI:10.1016/S0968-0896(01)00015-3

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 206856-94-2
ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-3-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 89 percent / p-toluenesulfonic acid / acetonitrile / 22 °C

2: 99 percent / 4-dimethylaminopyridine / CH₂Cl₂; pyridine / 22 °C

With dmap; toluene-4-sulfonic acid; In pyridine; dichloromethane; acetonitrile;
DOI:10.1016/S0968-0896(01)00015-3

Reference yield:

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

: 206856-94-2
ethyl 2-O-(3,3-di-tert-butyloxycarbonylpropyl)-3-O-benzoyl-4,6-O-benzylidene-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 9 steps

1: 100 percent / pyridine / 5 h

2: 92 percent / NaH / dimethylformamide / 1 h

3: 80 percent / LiAlH₄ / tetrahydrofuran / 2 h

4: 97 percent / Et₃N / CH₂Cl₂ / 0.5 h

5: NaH; KI / dimethylformamide; tetrahydrofuran / 12 h / 65 °C

6: 0.069 g / Bu₄NF / tetrahydrofuran / 22 °C

7: 93 percent / aq. HCl / tetrahydrofuran / 12 h / 22 °C

8: 89 percent / p-toluenesulfonic acid / acetonitrile / 22 °C

9: 99 percent / 4-dimethylaminopyridine / CH₂Cl₂; pyridine / 22 °C

With hydrogenchloride; dmap; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; sodium hydride; toluene-4-sulfonic acid; triethylamine; potassium iodide; In tetrahydrofuran; pyridine; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0968-0896(01)00015-3