(3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine

Base Information

Chemical Name:(3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine
CAS No.:189013-32-9
Molecular Formula:C₁₃H₁₇NO₃S
Molecular Weight:267.349
Hs Code.:

Synonyms:(3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine

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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 (3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine

Chemical Property:

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Technology Process of (3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine

There total 8 articles about (3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine 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: 95.0%

: 200340-31-4
Benzoic acid (3R,4R)-3-methanesulfonyloxy-1-(toluene-4-sulfonyl)-azepan-4-yl ester

: 189013-32-9
(3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine

Guidance literature:: With sodium methylate; In methanol; for 2.5h; Ambient temperature;
DOI:10.1016/S0040-4020(97)10139-9

Reference yield:

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

: 189013-32-9
(3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine

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: 1.) SOCl₂, Et₃N, 2.) NaIO₄, RuCl₃ / 1.) CH₂Cl₂, room temperature, 15 min, 2.) CCl₄, CH₃CN, H₂O, 0 deg C, 1 h

4: dimethylformamide / 24 h / 80 °C

5: conc. H₂SO₄, H₂O / 2 h / Heating

6: 97 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

7: 95 percent / MeONa / methanol / 2.5 h / Ambient temperature

With hydrogenchloride; ruthenium trichloride; sodium periodate; lithium aluminium tetrahydride; thionyl chloride; sulfuric acid; water; sodium methylate; triethylamine; In methanol; 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

: 189013-32-9
(3S,4R)-N-p-toluenesulfonyl-3,4-epoxy-hexahydroazepine

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) SOCl₂, Et₃N, 2.) NaIO₄, RuCl₃ / 1.) CH₂Cl₂, room temperature, 15 min, 2.) CCl₄, CH₃CN, H₂O, 0 deg C, 1 h

2: dimethylformamide / 24 h / 80 °C

3: conc. H₂SO₄, H₂O / 2 h / Heating

4: 97 percent / Et₃N / CH₂Cl₂ / 1 h / Ambient temperature

5: 95 percent / MeONa / methanol / 2.5 h / Ambient temperature

With ruthenium trichloride; sodium periodate; thionyl chloride; sulfuric acid; water; sodium methylate; triethylamine; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)10139-9