methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-oxo-prop-1'-yl)-6-deoxy-β-L-glucopyranoside

Base Information

Chemical Name:methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-oxo-prop-1'-yl)-6-deoxy-β-L-glucopyranoside
CAS No.:163106-69-2
Molecular Formula:C₂₄H₂₅BrO₈
Molecular Weight:521.362
Hs Code.:

Synonyms:methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-oxo-prop-1'-yl)-6-deoxy-β-L-glucopyranoside

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Chemical Property of methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-oxo-prop-1'-yl)-6-deoxy-β-L-glucopyranoside

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Technology Process of methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-oxo-prop-1'-yl)-6-deoxy-β-L-glucopyranoside

There total 5 articles about methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-oxo-prop-1'-yl)-6-deoxy-β-L-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: 78.0%

: methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-hydroxypropan-1'-yl)-6-deoxy-β-L-glucopyranoside

: 163106-69-2
methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-oxo-prop-1'-yl)-6-deoxy-β-L-glucopyranoside

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; for 12h;
DOI:10.1016/S0040-4039(00)79271-9

Reference yield:

: 71071-83-5
methyl 2,3-O-dibenzoyl-α-L-fucopyranoside

: 163106-69-2
methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-oxo-prop-1'-yl)-6-deoxy-β-L-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / pyridinium chlorochromate, 4 A sieves / CH₂Cl₂ / 18 h / Ambient temperature

2: 81 percent / TiCl₄ / CH₂Cl₂ / a) -78 deg C, 20 min, b) -20 deg C, 3 h

3: 92 percent / m-chloroperoxybenzoic acid / CH₂Cl₂

4: 98 percent / Li₂NiBr₄ / tetrahydrofuran / 3 h / 80 °C

5: pyridinium chlorochromate, 4 A sieves / CH₂Cl₂ / 15 h

With dilithium tetrabromonickelate(II); 4 A molecular sieve; titanium tetrachloride; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0957-4166(00)86284-9

Reference yield:

: 152646-58-7
methyl 2,3-di-O-benzoyl-4-oxo-β-L-fucopyranoside

: 163106-69-2
methyl 2,3-di-O-benzoyl-4-(3'-bromo-2'-oxo-prop-1'-yl)-6-deoxy-β-L-glucopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / TiCl₄ / CH₂Cl₂ / a) -78 deg C, 20 min, b) -20 deg C, 3 h

2: 92 percent / m-chloroperoxybenzoic acid / CH₂Cl₂

3: 98 percent / Li₂NiBr₄ / tetrahydrofuran / 3 h / 80 °C

4: pyridinium chlorochromate, 4 A sieves / CH₂Cl₂ / 15 h

With dilithium tetrabromonickelate(II); 4 A molecular sieve; titanium tetrachloride; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane;
DOI:10.1016/S0957-4166(00)86284-9