3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose

Base Information

Chemical Name:3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose
CAS No.:266349-13-7
Molecular Formula:C₁₇H₁₈Br₂O₅
Molecular Weight:462.135
Hs Code.:

Synonyms:3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose

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Chemical Property of 3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose

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Technology Process of 3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose

There total 9 articles about 3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose 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: 97.0%

: 98-88-4
benzoyl chloride

: 266349-29-5
7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose

: 266349-13-7
3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose

Guidance literature:: With pyridine; dmap; at 20 ℃; for 6h;
DOI:10.1021/jm990486y

Reference yield:

: 558-13-4
carbon tetrabromide

: 266349-27-3
3-O-benzoyl-5-deoxy-1,2-O-isopropylidene-α-D-ribo-hexodialdofuranose

: 266349-13-7
3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose

Guidance literature:: carbon tetrabromide; With triphenylphosphine; zinc; In dichloromethane; at 20 ℃; for 5h; sonication;

3-O-benzoyl-5-deoxy-1,2-O-isopropylidene-α-D-ribo-hexodialdofuranose; In dichloromethane; for 10h; Further stages.;
DOI:10.1021/jm990486y

Reference yield:

: 113808-25-6
3-O-benzoyloxy-5-deoxy-1,2-O-isopropylidene-α-D-ribohexofuranose

: 266349-13-7
3-O-benzoyl-7,7-dibromo-5,6,7-trideoxy-1,2-O-isopropylidene-α-D-ribo-hept-6-enofuranose

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,N'-dicyclohexylcarbodiimide; Cl₂CHCO₂H; DMSO / 1.5 h / 20 °C

2.1: Ph₃P; Zn / CH₂Cl₂ / 5 h / 20 °C / sonication

2.2: 1.98 g / CH₂Cl₂ / 10 h

With dichloro-acetic acid; dimethyl sulfoxide; dicyclohexyl-carbodiimide; triphenylphosphine; zinc; In dichloromethane; 1.1: Moffatt oxidation / 2.1: Condensation / 2.2: Condensation;
DOI:10.1021/jm990486y