(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone O-benzyl oxime

Base Information

Chemical Name:(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone O-benzyl oxime
CAS No.:171074-32-1
Molecular Formula:C₄₆H₄₀N₄O₁₁
Molecular Weight:824.844
Hs Code.:

Synonyms:(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone O-benzyl oxime

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone O-benzyl oxime

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Technology Process of (2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone O-benzyl oxime

There total 4 articles about (2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone O-benzyl oxime 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: 78.0%

: 171074-28-5
(2S,3R,5R)-3-Azido-2-benzoyloxy-5-hydroxycyclohexanone O-benzyl oxime

: 4348-68-9
2,3,5-tri-O-benzoyl-α-D-arabinofuranosyl bromide

: 171074-32-1
(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone O-benzyl oxime

Guidance literature:: With 4 A molecular sieve; mercury dibromide; In dichloromethane;
DOI:10.1016/0008-6215(95)00130-L

Reference yield:

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 171074-32-1
(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone O-benzyl oxime

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / pyridine / methanol / 5 h / Ambient temperature

2: 1.) HgBr₂, 4 Angstroem molecular sieves / 1.) CH₂Cl₂, r.t., 2 h, 2.) r.t., 24 h

With pyridine; 4 A molecular sieve; mercury dibromide; In methanol;
DOI:10.7164/antibiotics.48.683

Reference yield:

: 7473-42-9,22861-07-0,38837-17-1,42793-97-5,52783-53-6,52783-87-6,69350-76-1,69927-20-4,84518-41-2,103238-80-8,105309-18-0,109959-28-6,109959-29-7,114923-83-0,120964-98-9
methyl tri-O-benzoyl-α-D-arabinofuranoside

: 171074-32-1
(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone O-benzyl oxime

Guidance literature:: Multi-step reaction with 2 steps

1: 40percent HBr / acetic acid

2: 1.) HgBr₂, 4 Angstroem molecular sieves / 1.) CH₂Cl₂, r.t., 2 h, 2.) r.t., 24 h

With 4 A molecular sieve; hydrogen bromide; mercury dibromide; In acetic acid;
DOI:10.7164/antibiotics.48.683