Nitrogen → HCID 12924680, compound

HRID 1289354Notes

Reaction equation

HRID 1289354 reaction equation
[S:1]([NH:11][C@H:12]([C:14]([OH:16])=O)[CH3:13])([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2].C(Cl)(=O)C([Cl:20])=O.N#N.CCCCCC>CN(C=O)C.ClCCl.C(Cl)(Cl)Cl>[S:1]([NH:11][C@H:12]([C:14]([Cl:20])=[O:16])[CH3:13])([C:4]1[CH:10]=[CH:9][C:7]([CH3:8])=[CH:6][CH:5]=1)(=[O:3])=[O:2]

Participants

8

Reactant 4

HCID 947NitrogenHCID 8058HexaneHCID 65578Oxalyl chlorideHCID 737622N-Tosyl-L-alanine

Product 1

HCID 12924680HCID 12924680, compound

Reagents, catalysts & solvents 3

HCID 6228DimethylformamideCatalystHCID 6212ChloroformSolventHCID 6344DichloromethaneSolvent

Procedure

10 g (42 mmol) of N-tosyl-L-alanine and 6 to 7 drops of DMF were dissolved in 100 ml of dichloromethane and 3 ml of oxalyl chloride was added by dropwise under N2 gas. After 2 hrs, reaction mixture was evaporated. The solid residue, so formed, is dissolved in a small amount of chloroform, followed by the addition of purified hexane to obtain a white solid.

Workup

  1. customreaction mixture
  2. customwas evaporated
  3. customThe solid residue, so formed
  4. customto obtain a white solid

Sources & evidence

ORD record
ord-0d11b6b14f294e79b0aeb70ea1caa533
Source dataset
uspto-grants-1998_05
Patent number
US05750359

Reaction notes

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