3-Amino-1-propanol → HCID 86587268, compound

HRID 2185703Notes

Reaction equation

HRID 2185703 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:25][CH3:26])[C:10]([N:12]1[C:20]2[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH2:14][C@H:13]1[C:21](OC)=[O:22])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH:27][CH2:28][CH2:29][CH2:30][NH2:31]>CO>[OH:27][CH2:28][CH2:29][CH2:30][NH:31][C:21]([C@@H:13]1[CH2:14][C:15]2[C:20](=[CH:19][CH:18]=[CH:17][CH:16]=2)[N:12]1[C:10](=[O:11])[C@@H:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:4])[CH3:3])=[O:7])[CH2:25][CH3:26])=[O:22]

Participants

4

Reactant 2

HCID 90863-Amino-1-propanolHCID 21344952HCID 21344952, compound

Product 1

HCID 86587268HCID 86587268, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

Methyl 1-(N-t-butoxycarbonyl-2(S)-aminobutyryl)indoline-2(S)-carboxylate (0.36 g, 1 mmol) was dissolved in methanol (10 ml) and treated, under nitrogen and at 50° C., with 3-hydroxypropylamine (10 ml). The mixture was stirred at 50° C. for 3 h and the solvent was evaporated off. The residue was dissolved in methylene chloride (30 ml) and washed with 1M KHSO4. The organic phase was dried (Na2SO4) and evaporated. The residue was purified by column chromatography in order to give the product.

Workup

  1. customthe solvent was evaporated off
  2. dissolutionThe residue was dissolved in methylene chloride (30 ml)
  3. washwashed with 1M KHSO4
  4. dry with materialThe organic phase was dried (Na2SO4)
  5. customevaporated
  6. customThe residue was purified by column chromatography in order
  7. customto give the product

Sources & evidence

ORD record
ord-e17f349bf78b4b8e9eed28be124b0b91
Source dataset
uspto-grants-2002_06
Patent number
US06403561B1

Reaction notes

Loading…