(1R,5R)-1-(2,3-Dimethylbenzene-1-sulfonyl)bicyclo[3.1.0]hexan-2-one

Base Information

Chemical Name:(1R,5R)-1-(2,3-Dimethylbenzene-1-sulfonyl)bicyclo[3.1.0]hexan-2-one
CAS No.:923001-92-7
Molecular Formula:C₁₄H₁₆O₃S
Molecular Weight:264.345
Hs Code.:
DSSTox Substance ID:DTXSID10580520
Nikkaji Number:J2.399.295G
Wikidata:Q82471370

Synonyms:923001-92-7;DTXSID10580520;(1R,5R)-1-(2,3-Dimethylbenzene-1-sulfonyl)bicyclo[3.1.0]hexan-2-one

Suppliers and Price of (1R,5R)-1-(2,3-Dimethylbenzene-1-sulfonyl)bicyclo[3.1.0]hexan-2-one

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,5R)-1-(2,3-Dimethylbenzene-1-sulfonyl)bicyclo[3.1.0]hexan-2-one

Chemical Property:

XLogP3:2
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:264.08201554
Heavy Atom Count:18
Complexity:476

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC1=C(C(=CC=C1)S(=O)(=O)C23CC2CCC3=O)C
Isomeric SMILES:CC1=C(C(=CC=C1)S(=O)(=O)[C@]23C[C@H]2CCC3=O)C

Technology Process of (1R,5R)-1-(2,3-Dimethylbenzene-1-sulfonyl)bicyclo[3.1.0]hexan-2-one

There total 4 articles about (1R,5R)-1-(2,3-Dimethylbenzene-1-sulfonyl)bicyclo[3.1.0]hexan-2-one 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:

: 923001-84-7
1-diazo-1-(2,3-dimethylphenylsulfonyl)-5-hexen-2-one

: 923001-92-7
(1R,5R)-1-(2,3-dimethylphenylsulfonyl)bicyclo[3.1.0]hexan-2-one

: (1S,5S)-1-(2,3-dimethylphenylsulfonyl)bicyclo[3.1.0]hexan-2-one

Guidance literature:: With copper(I) trifluoromethanesulfonate benzene; (4S)-2,2'-(1-Ethylpropylidene)bis<4-(1-methylethyl)-4,5-dihydrooxazole>; In toluene; at 50 ℃; for 2h; Title compound not separated from byproducts;
DOI:10.1016/j.tetasy.2006.10.046

Reference yield:

: 923002-00-0
1-(2,3-dimethylphenylsulfonyl)-5-hexen-2-one

: 923001-92-7
(1R,5R)-1-(2,3-dimethylphenylsulfonyl)bicyclo[3.1.0]hexan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / triethylamine; p-toluenesulfonyl azide / acetonitrile / 8 h / 20 °C

2: [CuOTf]2*C₆H₆; 3,3-bis((4S)-4-iPr-4,5-dihydro-oxazol-2-yl)pentane / toluene / 2 h / 50 °C

With 4-toluenesulfonyl azide; copper(I) trifluoromethanesulfonate benzene; triethylamine; (4S)-2,2'-(1-Ethylpropylidene)bis<4-(1-methylethyl)-4,5-dihydrooxazole>; In toluene; acetonitrile;
DOI:10.1016/j.tetasy.2006.10.046

Reference yield:

: 1968-40-7
ethyl 4-pentenoate

: 923001-92-7
(1R,5R)-1-(2,3-dimethylphenylsulfonyl)bicyclo[3.1.0]hexan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-BuLi / tetrahydrofuran / 1.5 h / 20 °C

1.2: 93 percent / tetrahydrofuran / 1 h / 0 °C

2.1: 95 percent / triethylamine; p-toluenesulfonyl azide / acetonitrile / 8 h / 20 °C

3.1: [CuOTf]2*C₆H₆; 3,3-bis((4S)-4-iPr-4,5-dihydro-oxazol-2-yl)pentane / toluene / 2 h / 50 °C

With n-butyllithium; 4-toluenesulfonyl azide; copper(I) trifluoromethanesulfonate benzene; triethylamine; (4S)-2,2'-(1-Ethylpropylidene)bis<4-(1-methylethyl)-4,5-dihydrooxazole>; In tetrahydrofuran; toluene; acetonitrile;
DOI:10.1016/j.tetasy.2006.10.046