2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol

Base Information

• Chemical Name: 2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol
• CAS No.: 1235984-04-9
• Molecular Formula: C₂₁H₂₂N₄O₄
• Molecular Weight: 394.43

Synonyms:2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol

Chemical Property of 2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol

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Technology Process of 2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol

There total 1 articles about 2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol 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%

2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carboxy-3,5-dideoxy-D-arabino-hex-5-enitol (1235983-94-4) → 2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol (1235984-04-9)

Guidance literature:

With pyridine; di-tert-butyl dicarbonate; ammonium bicarbonate; In acetonitrile; at 20 ℃; for 16h;

DOI:10.1016/j.carres.2010.03.033

Reference yield: 96.0%

2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol (1235984-04-9) → 2,6-anhydro-3-azido-1,4-di-O-benzyl-5-C-cyano-3,5-dideoxy-D-arabino-hex-5-enitol (1235984-12-9)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1016/j.carres.2010.03.033

Reference yield: 80.0%

2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol (1235984-04-9) → 3-amino-2,6-anhydro-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol (1235984-08-3)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran; water; at 60 ℃; for 3h;

DOI:10.1016/j.carres.2010.03.033

upstream raw materials:

2,6-anhydro-3-azido-1,4-di-O-benzyl-5-carboxy-3,5-dideoxy-D-arabino-hex-5-enitol

Downstream raw materials:

3-amino-2,6-anhydro-1,4-di-O-benzyl-5-carbamoyl-3,5-dideoxy-D-arabino-hex-5-enitol

2,6-anhydro-3-azido-1,4-di-O-benzyl-5-C-cyano-3,5-dideoxy-D-arabino-hex-5-enitol

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