phenyl 1-azido-3,4,5-tri-O-benzyl-1-deoxy-2-seleno-α-L-fuco-heptulopyranoside

Base Information

• Chemical Name: phenyl 1-azido-3,4,5-tri-O-benzyl-1-deoxy-2-seleno-α-L-fuco-heptulopyranoside
• CAS No.: 171073-21-5
• Molecular Formula: C₃₄H₃₅N₃O₄Se
• Molecular Weight: 628.63
• Mol file: 171073-21-5.mol

Synonyms:phenyl 1-azido-3,4,5-tri-O-benzyl-1-deoxy-2-seleno-α-L-fuco-heptulopyranoside

Chemical Property of phenyl 1-azido-3,4,5-tri-O-benzyl-1-deoxy-2-seleno-α-L-fuco-heptulopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of phenyl 1-azido-3,4,5-tri-O-benzyl-1-deoxy-2-seleno-α-L-fuco-heptulopyranoside

There total 1 articles about phenyl 1-azido-3,4,5-tri-O-benzyl-1-deoxy-2-seleno-α-L-fuco-heptulopyranoside 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: 68.0%

diphenyl diselenide (1666-13-3) + 2,6-anhydro-3,4,5-tri-O-benzyl-1,7-dideoxy-L-galacto-hept-1-enitol → phenyl 1-azido-3,4,5-tri-O-benzyl-1-deoxy-2-seleno-α-L-fuco-heptulopyranoside (171073-21-5)

Guidance literature:

With sodium azide; [bis(acetoxy)iodo]benzene; In dichloromethane; for 6h;

DOI:10.1016/0040-4020(95)00451-D

Reference yield: 73.0%

(2R,3S,4S,5R,6S)-3,5-Bis-benzyloxy-2-benzyloxymethyl-6-methoxy-tetrahydro-pyran-4-ol (35303-86-7) + phenyl 1-azido-3,4,5-tri-O-benzyl-1-deoxy-2-seleno-α-L-fuco-heptulopyranoside (171073-21-5) → methyl 3-(1-azido-3,4,5-tri-O-benzyl-1-deoxy-α-L-fuco-heptulopyranosyl)-2,4,6-tri-O-benzyl-α-D-glucopyranoside

Guidance literature:

With N-iodo-succinimide; molecular sieve; In diethyl ether; 1,2-dichloro-ethane; at -40 ℃; for 1h;

DOI:10.1016/0040-4020(95)00451-D

Reference yield: 56.0%

cyclohexyl 2-deoxy-2-phthalimido-4,6-O-benzylidene-β-D-glucopyranoside + phenyl 1-azido-3,4,5-tri-O-benzyl-1-deoxy-2-seleno-α-L-fuco-heptulopyranoside (171073-21-5) → (3S,4R,5R,6S)-2-[1-Azido-meth-(Z)-ylidene]-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran + cyclohexyl 3-(1-azido-3,4,5-tri-O-benzyl-1-deoxy-α-L-fuco-heptulopyranosyl)-4,6-O-benzylidene-2-deoxy-2-phthalimido-β-D-glucopyranoside

Guidance literature:

With N-iodo-succinimide; molecular sieve; In diethyl ether; 1,2-dichloro-ethane; at -40 ℃; for 1h; Yields of byproduct given;

DOI:10.1016/0040-4020(95)00451-D

upstream raw materials:

diphenyl diselenide