N-[(1R,2R,3R,5R)-2-(2-Oxo-ethyl)-bicyclo[3.1.0]hex-3-yl]-benzenesulfonamide

Base Information

Chemical Name:N-[(1R,2R,3R,5R)-2-(2-Oxo-ethyl)-bicyclo[3.1.0]hex-3-yl]-benzenesulfonamide
CAS No.:112917-41-6
Molecular Formula:C₁₄H₁₇NO₃S
Molecular Weight:279.36
Hs Code.:

Synonyms:N-[(1R,2R,3R,5R)-2-(2-Oxo-ethyl)-bicyclo[3.1.0]hex-3-yl]-benzenesulfonamide

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Chemical Property of N-[(1R,2R,3R,5R)-2-(2-Oxo-ethyl)-bicyclo[3.1.0]hex-3-yl]-benzenesulfonamide

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Technology Process of N-[(1R,2R,3R,5R)-2-(2-Oxo-ethyl)-bicyclo[3.1.0]hex-3-yl]-benzenesulfonamide

There total 7 articles about N-[(1R,2R,3R,5R)-2-(2-Oxo-ethyl)-bicyclo[3.1.0]hex-3-yl]-benzenesulfonamide 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:

: 112917-40-5
dl-(1β,2α,3β,5β)-2-(hydroxyethyl)-3-<(phenylsulfonyl)amino>bicyclo<3.1.0>hexane

: 112917-41-6
N-[(1R,2R,3R,5R)-2-(2-Oxo-ethyl)-bicyclo[3.1.0]hex-3-yl]-benzenesulfonamide

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃; for 0.25h;
DOI:10.1021/jm00163a038

Reference yield:

: 112918-24-8
dl-(1β,2α,3α,5β)-2-(hydroxyethyl)-3-hydroxybicyclo<3.1.0>hexane

: 112917-41-6
N-[(1R,2R,3R,5R)-2-(2-Oxo-ethyl)-bicyclo[3.1.0]hex-3-yl]-benzenesulfonamide

Guidance literature:: Multi-step reaction with 7 steps

1: 95.7 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 1.) 0 deg C, 30 min, 2.) RT, 20 h

2: 56.8 percent / PDC / dimethylformamide / 3 h / Ambient temperature

3: 99 percent / KOH, NH₂OH*HCl / methanol / 3 h / Ambient temperature

4: 1.) diphenyl disulfide, n-Bu₃P, 2.) sodium cyanoborohydride, acetic acid / 1.) THF, RT, 1 h, 2.) -70 deg C, 10 min

5: 2.18 g / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

6: 63 percent / 80percent aq. AcOH / 15 h / Heating

7: oxalyl chloride/DMSO / CH₂Cl₂ / 0.25 h / -60 °C

With dmap; potassium hydroxide; dipyridinium dichromate; oxalyl dichloride; tributylphosphine; hydroxylamine hydrochloride; sodium cyanoborohydride; acetic acid; dimethyl sulfoxide; triethylamine; diphenyldisulfane; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm00163a038

Reference yield:

: 123490-00-6,123490-01-7,123490-02-8
(1S,2S,5S)-2-(2-Trityloxy-ethyl)-bicyclo[3.1.0]hex-3-ylamine

: 112917-41-6
N-[(1R,2R,3R,5R)-2-(2-Oxo-ethyl)-bicyclo[3.1.0]hex-3-yl]-benzenesulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1: 2.18 g / Et₃N / CH₂Cl₂ / 3 h / Ambient temperature

2: 63 percent / 80percent aq. AcOH / 15 h / Heating

3: oxalyl chloride/DMSO / CH₂Cl₂ / 0.25 h / -60 °C

With oxalyl dichloride; acetic acid; dimethyl sulfoxide; triethylamine; In dichloromethane;
DOI:10.1021/jm00163a038