methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside

Base Information

Chemical Name:methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside
CAS No.:16896-05-2
Molecular Formula:C₂₀H₂₂O₅
Molecular Weight:342.392
Hs Code.:

Synonyms:methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside

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Chemical Property of methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside

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Technology Process of methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside

There total 5 articles about methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside 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: 98.0%

: 16896-03-0
methyl 2,3-di-O-benzyl-α-L-arabinofuranoside

: 16896-05-2
methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside

Guidance literature:: methyl 2,3-di-O-benzyl-α-L-arabinofuranoside; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -78 ℃; Inert atmosphere;

With triethylamine; In dichloromethane;
DOI:10.1016/j.tetlet.2012.12.018

Reference yield:

: 532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7
L-arabinose

: 16896-05-2
methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside

Guidance literature:: Multi-step reaction with 5 steps

1: hydrogenchloride / 0 °C / Inert atmosphere

2: pyridine; dmap / Inert atmosphere

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

4: toluene-4-sulfonic acid / methanol / Inert atmosphere

5: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; oxalyl dichloride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2012.12.018

Reference yield:

: 14645-36-4
methyl 5-O-triphenylmethyl-α-L-arabonofuranoside

: 16896-05-2
methyl 6,6-dibromo-2,3-di-O-benzyl-5,6-dideoxy-β-L-arabino-hex-5-enofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: sodium hydride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: toluene-4-sulfonic acid / methanol / Inert atmosphere

3: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / -78 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetlet.2012.12.018