Diethyl Ether → HCID 178487596, compound

HRID 1764702Notes

Reaction equation

HRID 1764702 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([S:13]([NH:16][C@H:17]([C:25]([Cl:27])=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:24])[NH2:23])(=[O:15])=[O:14])[CH:7]=[CH:6]2.[N:28]#[N:29].COC1C=C2C(=CC=1)C=C(S(N[C@H](C(O)=O)CCCNC(=N)N)(=O)=O)C=C2.C(OCC)C>S(Cl)(Cl)=O>[N:28]#[N:29].[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([S:13]([NH:16][C@H:17]([C:25]([Cl:27])=[O:26])[CH2:18][CH2:19][CH2:20][NH:21][C:22](=[NH:23])[NH2:24])(=[O:15])=[O:14])[CH:7]=[CH:6]2

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 178487594HCID 178487594, compoundHCID 178487598HCID 178487598, compound

Product 1

HCID 178487596HCID 178487596, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

Procedure

N2 (6-methoxy-2-naphthylsulfonyl)-L-arginyl chloride. A suspension of 2.5 g of N2 -(6-methoxy-2-naphthylsulfonyl)-L-arginine in 20 ml of thionyl chloride was stirred for 2 hours at room temperature. Addition of cold dry ethyl ether resulted in a precipitate which was collected by filtration and washed several times with dry ethyl ether to give N2 -(6-methoxy-2-naphthylsulfonyl)-L-arginyl chloride. (B) Ethyl 1-[N2 -(6-methoxy-2-naphthylsulfonyl)-L-arginyl]-2-piperidinecarboxylate

Workup

  1. customresulted in a precipitate which
  2. filtrationwas collected by filtration
  3. washwashed several times with dry ethyl ether

Sources & evidence

ORD record
ord-9df9d19da3084cea908562e2f7848054
Source dataset
uspto-grants-1978_09
Patent number
US04117127

Reaction notes

Loading…