2-azido-2-deoxy-4,6-O-(phenylmethylene)methyl-α-D-altropyranoside

Base Information

Chemical Name:2-azido-2-deoxy-4,6-O-(phenylmethylene)methyl-α-D-altropyranoside
CAS No.:116003-77-1
Molecular Formula:C₁₄H₁₇N₃O₅
Molecular Weight:307.306
Hs Code.:

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

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

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

There total 3 articles about 2-azido-2-deoxy-4,6-O-(phenylmethylene)methyl-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: 93.0%

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

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

Guidance literature:: With sodium azide; ammonium chloride; In dimethyl sulfoxide; at 80 ℃;
DOI:10.1021/jo201179p

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

With sodium azide; ammonium chloride; potassium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide;
DOI:10.1021/jo201179p

Reference yield:

: 3162-96-7
4,6-O-benzylidene-1-O-methyl-α-D-glucopyranoside

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

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine

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

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

With pyridine; sodium azide; ammonium chloride; potassium hydroxide; In tetrahydrofuran; methanol; dimethyl sulfoxide;
DOI:10.1021/jo201179p