methyl 5-azido-3-O-benzyl-5-deoxy-2-O-trifluoromethanesulphonyl-α-D-xylofuranoside

Base Information

Chemical Name:methyl 5-azido-3-O-benzyl-5-deoxy-2-O-trifluoromethanesulphonyl-α-D-xylofuranoside
CAS No.:131053-17-3
Molecular Formula:C₁₄H₁₆F₃N₃O₆S
Molecular Weight:411.359
Hs Code.:

Synonyms:methyl 5-azido-3-O-benzyl-5-deoxy-2-O-trifluoromethanesulphonyl-α-D-xylofuranoside

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Chemical Property of methyl 5-azido-3-O-benzyl-5-deoxy-2-O-trifluoromethanesulphonyl-α-D-xylofuranoside

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Technology Process of methyl 5-azido-3-O-benzyl-5-deoxy-2-O-trifluoromethanesulphonyl-α-D-xylofuranoside

There total 7 articles about methyl 5-azido-3-O-benzyl-5-deoxy-2-O-trifluoromethanesulphonyl-α-D-xylofuranoside 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: 92.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 131053-16-2
methyl 5-azido-3-O-benzyl-5-deoxy-α-D-xylofuranoside

: 131053-17-3
methyl 5-azido-3-O-benzyl-5-deoxy-2-O-trifluoromethanesulphonyl-α-D-xylofuranoside

Guidance literature:: With pyridine; In dichloromethane; at -50 - -30 ℃; for 1h;
DOI:10.1016/S0957-4166(00)86337-5

Reference yield:

: 34370-91-7,59358-33-7,68354-70-1,70798-12-8,19139-80-1
3-O-benzyl-1,2-O-isopropylidene-α-D-xylofuranose

: 131053-17-3
methyl 5-azido-3-O-benzyl-5-deoxy-2-O-trifluoromethanesulphonyl-α-D-xylofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / pyridine / 2 h / 0 - 20 °C

2: 97 percent / sodium azide / dimethylformamide / 12 h / 70 °C

3: 38 percent / acetyl chloride / 36 h / 0 °C

4: 92 percent / pyridine / CH₂Cl₂ / 1 h / -50 - -30 °C

With pyridine; sodium azide; acetyl chloride; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)86337-5

Reference yield:

: 101475-83-6
3-O-benzyl-1,2;5,6-di-O-isopropylidene-α-D-glucofuranoside

: 131053-17-3
methyl 5-azido-3-O-benzyl-5-deoxy-2-O-trifluoromethanesulphonyl-α-D-xylofuranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 87 percent / water, HOAc / methanol / 16 h / 50 °C

2: 1.) sodium periodate, 2.) NaBH₄ / 1.) ethanol, water, 3 h, 2.) RT, 8 h

3: 94 percent / pyridine / 2 h / 0 - 20 °C

4: 97 percent / sodium azide / dimethylformamide / 12 h / 70 °C

5: 38 percent / acetyl chloride / 36 h / 0 °C

6: 92 percent / pyridine / CH₂Cl₂ / 1 h / -50 - -30 °C

With pyridine; sodium tetrahydroborate; sodium periodate; sodium azide; water; acetic acid; acetyl chloride; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(00)86337-5