methyl [3,5,7,8-tetra-O-acetyl-4-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranosyl bromide]onate

Base Information

Chemical Name:methyl [3,5,7,8-tetra-O-acetyl-4-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranosyl bromide]onate
CAS No.:321549-86-4
Molecular Formula:C₂₄H₂₆BrNO₁₅
Molecular Weight:648.372
Hs Code.:

Synonyms:methyl [3,5,7,8-tetra-O-acetyl-4-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranosyl bromide]onate

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Chemical Property of methyl [3,5,7,8-tetra-O-acetyl-4-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranosyl bromide]onate

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Technology Process of methyl [3,5,7,8-tetra-O-acetyl-4-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranosyl bromide]onate

There total 3 articles about methyl [3,5,7,8-tetra-O-acetyl-4-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranosyl bromide]onate 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%

: 321549-84-2
methyl [3,5,7,8-tetra-O-acetyl-2,4-di-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranos]onate

: 321549-86-4
methyl [3,5,7,8-tetra-O-acetyl-4-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranosyl bromide]onate

Guidance literature:: With titanium(IV) bromide; In dichloromethane; for 12h; Heating;
DOI:10.1016/S0008-6215(00)00213-5

Reference yield:

: 85382-90-7
methyl-4,5,7,8-tetra-O-acetyl-2,6-anhydro-2,3-dideoxy-D-manno-oct-2-enosonat

: 321549-86-4
methyl [3,5,7,8-tetra-O-acetyl-4-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranosyl bromide]onate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 3-chloroperbenzoic acid / CH₂Cl₂ / 36 h / Heating

2.1: silicagel / ethyl acetate / 12 h / Heating

2.2: silicagel / 12 h / Heating

2.3: 1.78 g / N,N-dimethylaminopyridine / pyridine / 24 h

3.1: 95 percent / TiBr₄ / CH₂Cl₂ / 12 h / Heating

With silica gel; titanium(IV) bromide; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; ethyl acetate;
DOI:10.1016/S0008-6215(00)00213-5

Reference yield:

: 182185-35-9
(1R,3R,4S,5S,6R)-4,5-Diacetoxy-3-((R)-1,2-diacetoxy-ethyl)-2,7-dioxa-bicyclo[4.1.0]heptane-1-carboxylic acid methyl ester

: 321549-86-4
methyl [3,5,7,8-tetra-O-acetyl-4-O-(4-nitrobenzoyl)-D-glycero-α-D-talo-oct-2-ulopyranosyl bromide]onate

Guidance literature:: Multi-step reaction with 2 steps

1.1: silicagel / ethyl acetate / 12 h / Heating

1.2: silicagel / 12 h / Heating

1.3: 1.78 g / N,N-dimethylaminopyridine / pyridine / 24 h

2.1: 95 percent / TiBr₄ / CH₂Cl₂ / 12 h / Heating

With silica gel; titanium(IV) bromide; In dichloromethane; ethyl acetate;
DOI:10.1016/S0008-6215(00)00213-5