1,6-anhydro-3-azido-2-O-benzyl-4-(benzylamino)-3,4-dideoxy-β-D-glucopyranose

Base Information

• Chemical Name: 1,6-anhydro-3-azido-2-O-benzyl-4-(benzylamino)-3,4-dideoxy-β-D-glucopyranose
• CAS No.: 475102-32-0
• Molecular Formula: C₂₀H₂₂N₄O₃
• Molecular Weight: 366.42
• Mol file: 475102-32-0.mol

Synonyms:1,6-anhydro-3-azido-2-O-benzyl-4-(benzylamino)-3,4-dideoxy-β-D-glucopyranose

Chemical Property of 1,6-anhydro-3-azido-2-O-benzyl-4-(benzylamino)-3,4-dideoxy-β-D-glucopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,6-anhydro-3-azido-2-O-benzyl-4-(benzylamino)-3,4-dideoxy-β-D-glucopyranose

There total 1 articles about 1,6-anhydro-3-azido-2-O-benzyl-4-(benzylamino)-3,4-dideoxy-β-D-glucopyranose 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: 88.0%

(1S,2S,4R,5R,6R)-3-Benzyl-5-benzyloxy-7,9-dioxa-3-aza-tricyclo[4.2.1.02,4]nonane (213594-53-7) → 1,6-anhydro-3-azido-2-O-benzyl-4-(benzylamino)-3,4-dideoxy-β-D-glucopyranose (475102-32-0)

Guidance literature:

With sodium azide; ammonium chloride; In 2-methoxy-ethanol; water; for 8.5h; Heating;

DOI:10.1002/1099-0690(200208)2002:15<2449::AID-EJOC2449>3.0.CO;2-4

Reference yield:

1,6-anhydro-3-azido-2-O-benzyl-4-(benzylamino)-3,4-dideoxy-β-D-glucopyranose (475102-32-0) → ((1S,2S,3S,4R,5R)-3-Azido-4-benzyloxy-6,8-dioxa-bicyclo[3.2.1]oct-2-yl)-[1-phenyl-meth-(E)-ylidene]-amine

Guidance literature:

With di-isopropyl azodicarboxylate; In tetrahydrofuran; for 27h; Heating;

DOI:10.1055/s-2004-815937

Reference yield:

1,6-anhydro-3-azido-2-O-benzyl-4-(benzylamino)-3,4-dideoxy-β-D-glucopyranose (475102-32-0) → 4-amino-1,6-anhydro-3-azido-2-O-benzyl-3,4-dideoxy-β-D-glucopyranose hydrochloride

Guidance literature:

Multi-step reaction with 2 steps

1: DIAD / tetrahydrofuran / 27 h / Heating

2: 181 mg / aq. HCl / tetrahydrofuran / 6 h / Heating

With hydrogenchloride; di-isopropyl azodicarboxylate; In tetrahydrofuran;

DOI:10.1055/s-2004-815937

upstream raw materials:

(1S,2S,4R,5R,6R)-3-Benzyl-5-benzyloxy-7,9-dioxa-3-aza-tricyclo[4.2.1.0^2,4]nonane