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

Base Information

Chemical Name:(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone ethylene dithioacetal
CAS No.:171074-30-9
Molecular Formula:C₄₁H₃₇N₃O₁₀S₂
Molecular Weight:795.891
Hs Code.:

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

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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 ethylene dithioacetal

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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 ethylene dithioacetal

There total 3 articles about (2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone ethylene dithioacetal 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: 75.0%

: 171074-26-3
(2S,3R,5R)-3-Azido-2-benzoyloxy-5-hydroxycyclohexanone ethylene dithioacetal

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

: 171074-30-9
(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone ethylene dithioacetal

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

Reference yield:

: 90146-07-9
(2S,3R,5R)-3-Azido-2-benzoyloxy-5-hydroxycyclohexanone

: 171074-30-9
(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone ethylene dithioacetal

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / BF₃*Et₂O / CH₂Cl₂

2: 75 percent / HgBr₂, 4 A molecular sieves / CH₂Cl₂

With 4 A molecular sieve; boron trifluoride diethyl etherate; mercury dibromide; In dichloromethane;
DOI:10.1016/0008-6215(95)00130-L

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

: 171074-30-9
(2S,3R,5R)-3-Azido-2-benzoyloxy-5-(2',3',5'-tri-O-benzoyl-α-D-arabinofuranosyloxy)cyclohexanone ethylene dithioacetal

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., 18 h

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