Diethylamine → HCID 131719156, compound

HRID 2210912Notes

Reaction equation

HRID 2210912 reaction equation
[NH:1](C(OCC1C2C(=CC=CC=2)C2C1=CC=CC=2)=O)[C@H:2]([C:7]([NH:9][C@H:10]([C:23]([NH:25][C@H:26]([C:48]([NH:50][C@H:51]([C:56]([O:58][C:59]([CH3:62])([CH3:61])[CH3:60])=[O:57])[CH2:52][C:53](=[O:55])[NH2:54])=[O:49])[CH2:27][S:28][C:29]([C:42]1[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=1)([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1)=[O:24])[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[CH:14][CH:13]=1)=[O:8])[CH2:3][C:4](=[O:6])[NH2:5].C(NCC)C>CN(C)C=O>[NH2:1][C@H:2]([C:7]([NH:9][C@H:10]([C:23]([NH:25][C@H:26]([C:48]([NH:50][C@H:51]([C:56]([O:58][C:59]([CH3:62])([CH3:61])[CH3:60])=[O:57])[CH2:52][C:53](=[O:55])[NH2:54])=[O:49])[CH2:27][S:28][C:29]([C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1)([C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)[C:42]1[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=1)=[O:24])[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([O:18][C:19]([CH3:21])([CH3:22])[CH3:20])=[CH:14][CH:13]=1)=[O:8])[CH2:3][C:4](=[O:6])[NH2:5]

Participants

4

Reactant 2

HCID 8021DiethylamineHCID 131719157Fmoc-Asn-Tyr(tBu)-Cys(Trt)-Asn-OtBu

Product 1

HCID 131719156HCID 131719156, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

1.9 g (1.74 mmol) of Fmoc-Asn-Tyr(tBu)-Cys(Trt)-Asn-OtBu are dissolved in 50 ml of dimethylformamide. To this are added 1.8 ml of diethylamine, and the mixture is left to stand at room temperature for 15 minutes. It is then concentrated under high vacuum, and the residue is triturated with ethyl acetate and dried in vacuo. Yield 0.98 g (65%). C47H58N6O8S (867.081), [α]D21 =-7.2° (c=1, in methanol)

Workup

  1. waitthe mixture is left
  2. concentrationIt is then concentrated under high vacuum
  3. customthe residue is triturated with ethyl acetate
  4. customdried in vacuo
  5. customC47H58N6O8S (867.081), [α]D21 =-7.2° (c=1, in methanol)

Sources & evidence

ORD record
ord-a1e52a1db9824dad8463e4836a694e51
Source dataset
uspto-grants-1995_10
Patent number
US05461035

Reaction notes

Loading…