Methanesulfonic acid (3R,4S)-4-azido-1-(toluene-4-sulfonyl)-azepan-3-yl ester

Base Information

Chemical Name:Methanesulfonic acid (3R,4S)-4-azido-1-(toluene-4-sulfonyl)-azepan-3-yl ester
CAS No.:200340-40-5
Molecular Formula:C₁₄H₂₀N₄O₅S₂
Molecular Weight:388.469
Hs Code.:

Synonyms:Methanesulfonic acid (3R,4S)-4-azido-1-(toluene-4-sulfonyl)-azepan-3-yl ester

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Chemical Property of Methanesulfonic acid (3R,4S)-4-azido-1-(toluene-4-sulfonyl)-azepan-3-yl ester

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Technology Process of Methanesulfonic acid (3R,4S)-4-azido-1-(toluene-4-sulfonyl)-azepan-3-yl ester

There total 7 articles about Methanesulfonic acid (3R,4S)-4-azido-1-(toluene-4-sulfonyl)-azepan-3-yl 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:

: 200339-89-5
(5S,6R)-5,6-O-isopropylidene-azepane-2-one

: 200340-40-5
Methanesulfonic acid (3R,4S)-4-azido-1-(toluene-4-sulfonyl)-azepan-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) LiAlH₄ / 1.) THF, room temperature, 2 h, 2.) Py, -20 deg C, 1 h

2: 90 percent / 5percent HCl / methanol / 1 h / Ambient temperature

3: 85 percent / p-TsOH / 0.5 h / Ambient temperature

4: NBS, AIBN / CCl₄ / 0.5 h / Heating

5: 70 percent / NaN₃ / dimethylformamide / 24 h / 80 °C

6: K₂CO₃ / methanol / 1 h / Ambient temperature

7: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; N-Bromosuccinimide; lithium aluminium tetrahydride; sodium azide; 2,2'-azobis(isobutyronitrile); potassium carbonate; toluene-4-sulfonic acid; triethylamine; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10139-9

Reference yield:

: 200340-07-4
(3R,4S)-N-p-toluenesulfonyl-3,4-dihydroxy-hexahydroazepine

: 200340-40-5
Methanesulfonic acid (3R,4S)-4-azido-1-(toluene-4-sulfonyl)-azepan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / p-TsOH / 0.5 h / Ambient temperature

2: NBS, AIBN / CCl₄ / 0.5 h / Heating

3: 70 percent / NaN₃ / dimethylformamide / 24 h / 80 °C

4: K₂CO₃ / methanol / 1 h / Ambient temperature

5: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

With N-Bromosuccinimide; sodium azide; 2,2'-azobis(isobutyronitrile); potassium carbonate; toluene-4-sulfonic acid; triethylamine; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10139-9

Reference yield:

: 200339-98-6
(3aR,8aS)-2,2-Dimethyl-5-(toluene-4-sulfonyl)-hexahydro-[1,3]dioxolo[4,5-c]azepine

: 200340-40-5
Methanesulfonic acid (3R,4S)-4-azido-1-(toluene-4-sulfonyl)-azepan-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / 5percent HCl / methanol / 1 h / Ambient temperature

2: 85 percent / p-TsOH / 0.5 h / Ambient temperature

3: NBS, AIBN / CCl₄ / 0.5 h / Heating

4: 70 percent / NaN₃ / dimethylformamide / 24 h / 80 °C

5: K₂CO₃ / methanol / 1 h / Ambient temperature

6: Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

With hydrogenchloride; N-Bromosuccinimide; sodium azide; 2,2'-azobis(isobutyronitrile); potassium carbonate; toluene-4-sulfonic acid; triethylamine; In methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10139-9