3-azido-5-O-benzoyl-2,3-dideoxy-4-O-mesyl-D-erythro-pentose diisobutyl dithioacetal

Base Information

Chemical Name:3-azido-5-O-benzoyl-2,3-dideoxy-4-O-mesyl-D-erythro-pentose diisobutyl dithioacetal
CAS No.:143764-04-9
Molecular Formula:C₂₁H₃₃N₃O₅S₃
Molecular Weight:503.708
Hs Code.:

Synonyms:3-azido-5-O-benzoyl-2,3-dideoxy-4-O-mesyl-D-erythro-pentose diisobutyl dithioacetal

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Chemical Property of 3-azido-5-O-benzoyl-2,3-dideoxy-4-O-mesyl-D-erythro-pentose diisobutyl dithioacetal

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Technology Process of 3-azido-5-O-benzoyl-2,3-dideoxy-4-O-mesyl-D-erythro-pentose diisobutyl dithioacetal

There total 5 articles about 3-azido-5-O-benzoyl-2,3-dideoxy-4-O-mesyl-D-erythro-pentose diisobutyl 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: 90.0%

: 124-63-0
methanesulfonyl chloride

: 143764-03-8
3-azido-5-O-benzoyl-2,3-dideoxy-D-erythro-pentose diisobutyl dithioacetal

: 143764-04-9
3-azido-5-O-benzoyl-2,3-dideoxy-4-O-mesyl-D-erythro-pentose diisobutyl dithioacetal

Guidance literature:: With triethylamine; In dichloromethane; 1.) 0 deg C, 30 min, 2.) RT, 2 h;
DOI:10.1016/0008-6215(94)00296-R

Reference yield:

: 98-88-4
benzoyl chloride

: 143764-04-9
3-azido-5-O-benzoyl-2,3-dideoxy-4-O-mesyl-D-erythro-pentose diisobutyl dithioacetal

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / pyridine / CHCl₃ / 1.) 0 deg C, 4 h, 2.) RT, 16 h

2: 90 percent / Et₃N / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) RT, 2 h

With pyridine; triethylamine; In dichloromethane; chloroform;
DOI:10.1016/0008-6215(94)00296-R

Reference yield:

: 2-deoxy-4,5-O-isopropylidene-D-threo-pentose diisobutyl dithioacetal

: 143764-04-9
3-azido-5-O-benzoyl-2,3-dideoxy-4-O-mesyl-D-erythro-pentose diisobutyl dithioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / PPh₃, Zn(N₃)2*(C₅H₅N)2, diisopropyl azodicarboxylate / toluene / 3 h

2: 87 percent / Amberlite 15 (H⁺ form), water / ethanol

3: 77 percent / pyridine / CHCl₃ / 1.) 0 deg C, 4 h, 2.) RT, 16 h

4: 90 percent / Et₃N / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) RT, 2 h

With pyridine; Zn(N₃)2/bis-pyridine complex; di-isopropyl azodicarboxylate; Amberlite 15 (H⁺ form); water; triethylamine; triphenylphosphine; In ethanol; dichloromethane; chloroform; toluene;
DOI:10.1016/0008-6215(94)00296-R