Water → HCID 131719154, compound

HRID 2210911Notes

Reaction equation

HRID 2210911 reaction equation
[NH2:1][C@H:2]([C:15]([NH:17][C@H:18]([C:40]([NH:42][C@H:43]([C:48]([O:50]C(C)(C)C)=[O:49])[CH2:44][C:45](=[O:47])[NH2:46])=[O:41])[CH2:19][S:20]C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:16])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10]C(C)(C)C)=[CH:6][CH:5]=1.O>FC(F)(F)C(O)=O.C(S)C>[NH2:1][C@H:2]([C:15]([NH:17][C@H:18]([C:40]([NH:42][C@H:43]([C:48]([OH:50])=[O:49])[CH2:44][C:45](=[O:47])[NH2:46])=[O:41])[CH2:19][SH:20])=[O:16])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 962WaterHCID 131719155HCID 131719155, compound

Product 1

HCID 131719154HCID 131719154, compound

Reagents, catalysts & solvents 2

HCID 6343EthanethiolSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

2.2 g (2.9 mmol) of H-Tyr(tBu)-Cys(Trt)-Asn-OtBu are dissolved in a mixture of 25 ml of trifluoroacetic acid and 25 ml of ethyl mercaptan. After 4 hours, the mixture is tipped into 250 ml of water. The aqueous solution is extracted 3 times with ether and freeze-dried. Yield 1.05 g (91%).

Workup

  1. extractionThe aqueous solution is extracted 3 times with ether
  2. customfreeze-dried

Sources & evidence

ORD record
ord-724f40f40e0c4352bdfceb08eba58acd
Source dataset
uspto-grants-1995_10
Patent number
US05461035

Reaction notes

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