(-)-(8,8-Dichlorocamphorylsulfonyl)oxaziridine

Base Information

• Chemical Name: (-)-(8,8-Dichlorocamphorylsulfonyl)oxaziridine
• CAS No.: 139628-16-3
• Molecular Formula: C10H13 Cl2 N O3 S
• Molecular Weight: 298.19
• Hs Code.: 2934 99 90
• DSSTox Substance ID: DTXSID00452762
• Nikkaji Number: J1.934.008B,J2.075.426E,J781.795I
• Mol file: 139628-16-3.mol

Synonyms:139628-16-3;(-)-(8,8-Dichlorocamphorylsulfonyl)oxaziridine;(4aR,7R,8aS)-8,8-Dichloro-9,9-dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole 3,3-dioxide;4H-4a,7-Methanooxazirino[3,2-i][2,1]benzisothiazole, 8,8-dichlorotetrahydro-9,9-dimethyl-, 3,3-dioxide, (4aR,7R,8aS)-;(1R,6S,8R)-7,7-Dichloro-11,11-dimethyl-5-oxa-3lambda6-thia-4-azatetracyclo[6.2.1.01,6.04,6]undecane 3,3-dioxide;(-)-3,3-Dichloro-2,N-epoxy-exo-10,2-bornanesultam;DTXSID00452762;HAMBQYFZDBYWHU-VYBWYVTGSA-N;MFCD17214220;AS-75047;E85410;J-100094;(-)-(8,8-Dichlorocamphorylsulfonyl)oxaziridine, >=95.0% (T);(1R,6S,8R)-7,7-DICHLORO-11,11-DIMETHYL-5-OXA-3??-THIA-4-AZATETRACYCLO[6.2.1.0(1),?.0?,?]UNDECANE-3,3-DIONE;(2S,4beta)-1alpha,2'-(Methylenesulfonyl)-3,3-dichloro-7,7-dimethylspiro[bicyclo[2.2.1]heptane-2,3'-oxaziridine];(4aR,7R,8aS)-8,8-Dichloro-9,9-dimethyltetrahydro-4a,7-methano-3lambda~6~-oxazireno[3,2-i][2,1]benzothiazole-3,3(4H)-dione;(4aR,7R,8aS)-8,8-Dichloro-9,9-dimethyltetrahydro-4H-4a,7-methanobenzo[c][1,2]oxazireno[2,3-b]isothiazole3,3-dioxide;7,7-Dichloro-1,7abeta-epoxy-9,9-dimethyl-3aalpha,6alpha-methanooctahydro-2,1-benzisothiazole 2,2-dioxide;7,7-Dichloro-9,9-dimethyl-4,5,6,7-tetrahydro-3H-1beta,7abeta-epoxy-3aalpha,6alpha-methano-2,1-benzisothiazole 2,2-dioxide

Chemical Property of (-)-(8,8-Dichlorocamphorylsulfonyl)oxaziridine

Chemical Property:

• Melting Point: 181-186 °C
• Refractive Index: 1.647
• PSA: 81.18000
• LogP: 2.39800
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 296.9993198
• Heavy Atom Count: 17
• Complexity: 540

Purity/Quality:

98%,99%, ^*data from raw suppliers

(-)-[(8,8-Dichlorocamphoryl)sulfonyl]oxaziridine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2CCC13CS(=O)(=O)N4C3(C2(Cl)Cl)O4)C
• Isomeric SMILES: CC1([C@H]2CC[C@@]13CS(=O)(=O)N4[C@]3(C2(Cl)Cl)O4)C
• Uses: (-)-[(8,8-Dichlorocamphoryl)sulfonyl]oxaziridine is a chiral oxidizing agent used for proteomics research.

Technology Process of (-)-(8,8-Dichlorocamphorylsulfonyl)oxaziridine

There total 2 articles about (-)-(8,8-Dichlorocamphorylsulfonyl)oxaziridine 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:

(+)-(camphorylsulfonyl)imine (107869-45-4) → (-)-((8,8-Dichlorocamphoryl)sulfonyl)oxaziridine (139628-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) 1,8-diazabicyclo<5.4.0>undec-7-ene (DBU), 2) 1,3-dichloro-5,5-dimethylhydantoin (DCDMH) / 1) ethyl acetate, room temp., 30 min, 2) 20 - 25 deg C (ice-water bath), 90 min

With 1,3-dichloro-5,5-dimethylhydantoin; 1,8-diazabicyclo[5.4.0]undec-7-ene;

DOI:10.1016/0040-4039(92)88039-8

Reference yield:

(-)-((8,8-Dichlorocamphoryl)sulfonyl)imine (139628-15-2) → (-)-((8,8-Dichlorocamphoryl)sulfonyl)oxaziridine (139628-16-3)

Guidance literature:

Yield given. Multistep reaction;

DOI:10.1016/0040-4039(92)88039-8

upstream raw materials:

(-)-((8,8-Dichlorocamphoryl)sulfonyl)imine

(+)-(camphorylsulfonyl)imine