tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate

Base Information

Chemical Name:tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate
CAS No.:187031-76-1
Molecular Formula:C₃₇H₄₀O₆S
Molecular Weight:612.787
Hs Code.:

Synonyms:tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate

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Chemical Property of tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate

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Technology Process of tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate

There total 4 articles about tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate 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: 70.0%

: 38184-12-2,120403-26-1,87470-73-3
phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranoside

: 75-65-0
tert-butyl alcohol

: 187031-76-1
tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate

Guidance literature:: With dipyridinium dichromate; acetic anhydride;
DOI:10.1016/S0040-4039(96)02308-8

Reference yield:

: 16758-34-2
1-thiophenyl-β-D-galactopyranoside

: 187031-76-1
tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: DMAP, pyridine / 72 h / Ambient temperature

2: 1.) NaH, imidazole, 2.) Bu₄NI / dimethylformamide / 1.) 20 deg C, 2.) 4 h

3: Amberlyst 15 H⁺ / CH₂Cl₂; CHCl₃ / 1 h / 60 °C

4: 70 percent / PDC, Ac₂O / CH₂Cl₂ / 4 h

With pyridine; 1H-imidazole; dmap; dipyridinium dichromate; Amberlyst 15 H⁺; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; In dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00312-7

Reference yield:

: 220774-86-7
phenyl 1-thio-6-O-triphenylmethyl-β-D-galactopyranoside

: 187031-76-1
tert-butyl (phenyl 2,3,4-tri-O-benzyl-1-thio-β-D-galactopyranosid)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) NaH, imidazole, 2.) Bu₄NI / dimethylformamide / 1.) 20 deg C, 2.) 4 h

2: Amberlyst 15 H⁺ / CH₂Cl₂; CHCl₃ / 1 h / 60 °C

3: 70 percent / PDC, Ac₂O / CH₂Cl₂ / 4 h

With 1H-imidazole; dipyridinium dichromate; Amberlyst 15 H⁺; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; In dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00312-7