ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside

Base Information

Chemical Name:ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside
CAS No.:478810-12-7
Molecular Formula:C₃₆H₄₀O₇S
Molecular Weight:616.775
Hs Code.:

Synonyms:ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside

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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 ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside

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Technology Process of ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside

There total 1 articles about ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside 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: 90.0%

: 302905-20-0
ethyl 3-O-benzyl-6-O-tert-butyldimethylsilyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside

: 478810-12-7
ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;
DOI:10.1021/jo020341q

Reference yield: 97.0%

: 75-36-5
acetyl chloride

: 478810-12-7
ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside

: 478810-13-8
ethyl 6-O-acetyl-3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside

Guidance literature:: With 2,4,6-trimethyl-pyridine; In dichloromethane; at -70 ℃; for 2h;
DOI:10.1021/jo020341q

Reference yield:

: 478810-12-7
ethyl 3-O-benzyl-1-O-(4,4'-dimethoxytriphenyl)methyl-2-thio-β-D-fructofuranoside

: 478810-27-4
methyl 3-O-benzyl-β-D-fructofuranosyl-(2-1)-3-O-benzyl-β-D-fructofuranosyl-(2-1)-3,4,6-tri-O-benzyl-β-D-fructofuranoside

Guidance literature:: Multi-step reaction with 10 steps

1.1: 97 percent / 2,4,6-collidine / CH₂Cl₂ / 2 h / -70 °C

2.1: 86 percent / TFA; Et₃SiH / CH₂Cl₂ / 0.5 h

3.1: 81 percent / imidazole / dimethylformamide / 6.5 h / -30 - 20 °C

4.1: 86 percent / dimethyl(methylthio)sulfonium triflate; 2,6-di-tert-butyl-4-methylpyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.67 h / 20 °C

5.1: 93 percent / tris(dimethylaminosulfonium) difluorotrimethylsilicate / dimethylformamide / 1 h

6.1: pyridine; 4-DMAP / 60 °C

7.1: pyridine / CH₂Cl₂ / 3 h / 20 °C

8.1: 20 mg / TFA; Et₃SiH / CH₂Cl₂ / 0.33 h

9.1: 67 percent / dimethyl(methylthio)sulfonium triflate; 2,6-di-tert-butyl-4-methylpyridine; 4 Angstroem molecular sieves / CH₂Cl₂ / 0.67 h / 20 °C

10.1: TBAF / tetrahydrofuran / 1 h

10.2: MeONa / methanol; CH₂Cl₂ / 0.25 h

With pyridine; 1H-imidazole; 2,4,6-trimethyl-pyridine; triethylsilane; dmap; 2,6-di-tert-butyl-4-methylpyridine; 4 A molecular sieve; tetrabutyl ammonium fluoride; tris(dimethylamino)sulfonium trimethylsilyldifluoride; dimethyl-(methylthio)-sulphonium trifluoromethanesulphonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo020341q