Trifluoro-methanesulfonic acid (1S,2S,3S)-3-azido-2-benzyloxy-4-[1,3]dithian-2-yl-1-trifluoromethyl-butyl ester

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Chemical Name:Trifluoro-methanesulfonic acid (1S,2S,3S)-3-azido-2-benzyloxy-4-[1,3]dithian-2-yl-1-trifluoromethyl-butyl ester
CAS No.:250279-77-7
Molecular Formula:C₁₇H₁₉F₆N₃O₄S₃
Molecular Weight:539.544
Hs Code.:

Synonyms:Trifluoro-methanesulfonic acid (1S,2S,3S)-3-azido-2-benzyloxy-4-[1,3]dithian-2-yl-1-trifluoromethyl-butyl ester

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Chemical Property of Trifluoro-methanesulfonic acid (1S,2S,3S)-3-azido-2-benzyloxy-4-[1,3]dithian-2-yl-1-trifluoromethyl-butyl ester

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Technology Process of Trifluoro-methanesulfonic acid (1S,2S,3S)-3-azido-2-benzyloxy-4-[1,3]dithian-2-yl-1-trifluoromethyl-butyl ester

There total 7 articles about Trifluoro-methanesulfonic acid (1S,2S,3S)-3-azido-2-benzyloxy-4-[1,3]dithian-2-yl-1-trifluoromethyl-butyl ester 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:

: 358-23-6
trifluoromethylsulfonic anhydride

: 250279-62-0
3-azido-4-O-benzyl-2,3,6-trideoxy-6,6,6-trifluoro-D-ribo-hexose propane-1,3-diyl dithioacetal

: 250279-77-7
Trifluoro-methanesulfonic acid (1S,2S,3S)-3-azido-2-benzyloxy-4-[1,3]dithian-2-yl-1-trifluoromethyl-butyl ester

Guidance literature:: With pyridine; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1016/S0008-6215(99)00126-3

Reference yield:

: 114071-63-5
methyl 3-azido-5-O-tert-butyldiphenylsilyl-2,3-dideoxy-α-D-erythro-pentofuranoside

: 250279-77-7
Trifluoro-methanesulfonic acid (1S,2S,3S)-3-azido-2-benzyloxy-4-[1,3]dithian-2-yl-1-trifluoromethyl-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 87 percent / BF₃*OEt₂ / 1,2-dichloro-ethane / 1.17 h / 50 °C

2.1: 77 percent / NaH (in oil) / dimethylformamide / 4 h / 0 °C

3.1: 85 percent / Bu₄NF*3H₂O / various solvent(s) / 1.5 h / 20 °C

4.1: (COCl)2; DMSO / CH₂Cl₂ / 0.67 h / -78 °C

4.2: 3.08 g / ethyldiisopropylamine / CH₂Cl₂ / 2 h / -78 - 0 °C

5.1: Bu₄NF*3H₂O / various solvent(s) / 0.17 h / -40 °C

6.1: Bu₄NF*3H₂O / various solvent(s) / 0.17 h / 0 °C

7.1: 593 mg / pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; In dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1.1: Cyclization / 2.1: Etherification / 3.1: Substitution / 4.1: Swern oxidation / 4.2: Hydrolysis / 5.1: Addition / 6.1: desilylation / 7.1: Esterification;
DOI:10.1016/S0008-6215(99)00126-3

Reference yield:

: 250279-60-8
(2S,3S)-3-Azido-2-benzyloxy-4-[1,3]dithian-2-yl-butyraldehyde

: 250279-77-7
Trifluoro-methanesulfonic acid (1S,2S,3S)-3-azido-2-benzyloxy-4-[1,3]dithian-2-yl-1-trifluoromethyl-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: Bu₄NF*3H₂O / various solvent(s) / 0.17 h / -40 °C

2: Bu₄NF*3H₂O / various solvent(s) / 0.17 h / 0 °C

3: 593 mg / pyridine / CH₂Cl₂ / 1 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; In dichloromethane; 1: Addition / 2: desilylation / 3: Esterification;
DOI:10.1016/S0008-6215(99)00126-3