2-Methoxypropene → HCID 22882480, compound

HRID 863294Notes

Reaction equation

HRID 863294 reaction equation
[CH2:1]([O:8][CH2:9][C:10]1([CH2:13][C@H:14]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:15][OH:16])[CH2:12][CH2:11]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.CO[C:27]([CH3:29])=[CH2:28].O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C(Cl)Cl>[C:21]([O:20][C:18]([N:17]1[C@@H:14]([CH2:13][C:10]2([CH2:9][O:8][CH2:1][C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:11][CH2:12]2)[CH2:15][O:16][C:27]1([CH3:29])[CH3:28])=[O:19])([CH3:24])([CH3:23])[CH3:22]

Participants

5

Reactant 3

HCID 83002-MethoxypropeneHCID 521998p-Toluenesulfonic acid monohydrateHCID 22882355HCID 22882355, compound

Product 1

HCID 22882480HCID 22882480, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of 31.4 g of 1-benzyloxymethyl-1-[2(S)-tert-butoxycarbonylamino-3-hydroxy-propan-1-yl]cyclopropane, 80 ml of 2-methoxypropene and 0.5 g of p-toluenesulfonic acid hydrate in 170 ml of methylene chloride is stirred at room temperature for 16 h. The mixture is concentrated and the residue is purified by means of FC over 900 g of silica gel (mobile phase G): Rf (G)=0.23.

Workup

  1. concentrationThe mixture is concentrated
  2. customthe residue is purified by means of FC over 900 g of silica gel (mobile phase G)

Sources & evidence

ORD record
ord-2c9beb9f1eb94ea2807044b6694a0500
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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