methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-altropyranoside

Base Information

Chemical Name:methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-altropyranoside
CAS No.:207506-27-2
Molecular Formula:C₁₅H₁₆F₃N₃O₇S
Molecular Weight:439.369
Hs Code.:

Synonyms:methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-altropyranoside

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Chemical Property of methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-altropyranoside

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Technology Process of methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-altropyranoside

There total 4 articles about methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-altropyranoside 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: 94.0%

: 116003-77-1
2-azido-2-deoxy-4,6-O-(phenylmethylene)methyl-α-D-altropyranoside

: 358-23-6
trifluoromethylsulfonic anhydride

: 207506-27-2
methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-altropyranoside

Guidance literature:: With pyridine; In dichloromethane; at 0 - 20 ℃; for 1h;
DOI:10.1135/cccc20030801

Reference yield:

: 65530-21-4
methyl 4,6-O-benzylidene-2,3-di-O-methanesulfonyl-α-D-glucopyranoside

: 207506-27-2
methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-altropyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: potassium hydroxide / tetrahydrofuran; methanol / 70 °C

2: sodium azide; ammonium chloride / dimethyl sulfoxide / 80 °C

3: pyridine / 1,2-dichloro-ethane / 0.5 h

With pyridine; sodium azide; ammonium chloride; potassium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide; 1,2-dichloro-ethane;
DOI:10.1021/jo201179p

Reference yield:

: 66537-92-6
methyl 2,3-anhydro-4,6-benzylidene-α-D-allopyranoside

: 207506-27-2
methyl 2-azido-4,6-O-benzylidene-2-deoxy-3-O-(trifluoromethanesulfonyl)-α-D-altropyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: sodium azide; ammonium chloride / dimethyl sulfoxide / 80 °C

2: pyridine / 1,2-dichloro-ethane / 0.5 h

With pyridine; sodium azide; ammonium chloride; In dimethyl sulfoxide; 1,2-dichloro-ethane;
DOI:10.1021/jo201179p