Diethyl Ether → HCID 13210175, compound

HRID 1632422Notes

Reaction equation

HRID 1632422 reaction equation
[NH:1]([C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[C@H:2]([C:11]([OH:13])=[O:12])[CH2:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][CH:5]=1.O[N:25]1[C:29](=[O:30])[CH2:28][CH2:27][C:26]1=[O:31].C1(N=C=NC2CCCCC2)CCCCC1.C(OCC)C>O1CCCC1>[NH:1]([C:14]([O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)=[O:15])[C@H:2]([C:11]([O:13][N:25]1[C:29](=[O:30])[CH2:28][CH2:27][C:26]1=[O:31])=[O:12])[CH2:3][C:4]1[CH:5]=[CH:6][C:7]([OH:10])=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 3283Diethyl EtherHCID 10868DicyclohexylcarbodiimideHCID 80170N-HydroxysuccinimideHCID 712438N-benzyloxycarbonyl-l-tyrosine

Product 1

HCID 13210175HCID 13210175, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
4 °C

Procedure

1.04 Grams of Z-Tyr-OH was dissolved in 30 ml of tetrahydrofuran, to this solution 0.38 g of N-hydroxysuccinimide was added, then the reaction mixture was ice-cooled, 0.68 g of dicyclohexylcarbodiimide was added under ice-cooled condition, and the whole mixture was stirred at 4° C. for 18 hours. The precipitate formed was removed by suction filtration, the filtrate was subjected to distillation under a reduced pressure, to the residue obtained was added ethyl ether and petroleum ether and was decanted, then dried to obtain the desired product.

Workup

  1. additionwas added
  2. temperaturecooled
  3. temperaturecooled condition
  4. customThe precipitate formed
  5. customwas removed by suction filtration
  6. distillationthe filtrate was subjected to distillation under a reduced pressure, to the residue
  7. customobtained
  8. customwas decanted
  9. customdried

Sources & evidence

ORD record
ord-fbe6ac0f3c7e45c78b5bbebe1b33b03f
Source dataset
uspto-grants-1984_10
Patent number
US04474754

Reaction notes

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