S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside

Base Information

Chemical Name:S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside
CAS No.:1334540-44-1
Molecular Formula:C₄₆H₄₆O₇S
Molecular Weight:742.933
Hs Code.:

Synonyms:S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside

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Chemical Property of S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside

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Technology Process of S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside

There total 8 articles about S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside 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: 95.0%

: 1334540-41-8
S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-1-thio-?-D-glucopyranoside

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 1334540-44-1
S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside

Guidance literature:: With pyridine; In dichloromethane;
DOI:10.1039/c1cc13614c

Reference yield:

: 1334540-33-8
(2-methyl-5-tert-butylphenyl) 2,3,4,6-tetra-O-acetyl-1-S-β-D-thioglucopyranoside

: 1334540-44-1
S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: sodium methylate / methanol / 20 °C

2: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

3: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 0 °C

4: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

6: pyridine / dichloromethane

With pyridine; 1H-imidazole; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; sodium hydride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c1cc13614c

Reference yield:

: 1421758-31-7
(2-methyl-5-tert-butylphenyl) 1-thio-β-D-glucopyranoside

: 1334540-44-1
S-(2-methyl-5-tert-butylphenyl) 4,6-O-benzylidene-2-O-benzyl-3-O-fluorenylmethoxycarbonyl-1-thio-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: camphor-10-sulfonic acid / acetonitrile / 2.5 h / 20 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 0 °C

3: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0 - 20 °C

5: pyridine / dichloromethane

With pyridine; 1H-imidazole; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1039/c1cc13614c