HCID 131719573, compound → HCID 131719572, compound

HRID 1779808Notes

Reaction equation

HRID 1779808 reaction equation
[CH:1]([C@@H:4]1[CH2:8][C@@H:7]([C@@H:9]([N:36]=[N+:37]=[N-:38])[CH2:10][C@@H:11]([CH:33]([CH3:35])[CH3:34])[CH:12]([O:27][C:28](=[O:32])[CH:29]([CH3:31])[CH3:30])[C:13]2[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([CH2:21][CH2:22][O:23][CH2:24][O:25][CH3:26])[CH:14]=2)[O:6][C:5]1=[O:39])([CH3:3])[CH3:2]>C(N)CCC>[CH2:9]([NH:36][C:5](=[O:39])[C@H:4]([CH:1]([CH3:2])[CH3:3])[CH2:8][C@H:7]([OH:6])[C@@H:9]([N:36]=[N+:37]=[N-:38])[CH2:10][C@@H:11]([CH:33]([CH3:34])[CH3:35])[CH:12]([O:27][C:28](=[O:32])[CH:29]([CH3:30])[CH3:31])[C:13]1[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([CH2:21][CH2:22][O:23][CH2:24][O:25][CH3:26])[CH:14]=1)[CH2:7][CH2:8][CH3:4]

Participants

3

Reactant 1

HCID 131719573HCID 131719573, compound

Product 1

HCID 131719572HCID 131719572, compound

Reagents, catalysts & solvents 1

HCID 8007ButylamineSolvent

Procedure

A solution of 170 mg of 3(S)-isopropyl-5(S)-{1(S)-azido-3(S)-isopropyl-4(R,S)-isobutyryloxy-4-[4-methoxy-3-(2-methoxymethoxyethyl)-phenyl]-butyl}-tetrahydrofuran-2-one in 1.4 ml of butylamine is stirred for 16 hours at room temperature and is then concentrated by evaporation. Purification of the residue by means of FC (hexane/ethyl acetate=7:3) yields the title compound: Rf (hexane/ethyl acetate=7:3)=0.25; HPLC Rt =20.38 and 20.8 minutes (diastereoisomeric mixture).

Workup

  1. concentrationis then concentrated by evaporation
  2. customPurification of the residue by means of FC (hexane/ethyl acetate=7:3)

Sources & evidence

ORD record
ord-65880118071c40ac82587365385bceca
Source dataset
uspto-grants-1997_05
Patent number
US05627182

Reaction notes

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