Ethyl orthoformate → HCID 70162812, compound

HRID 840350Notes

Reaction equation

HRID 840350 reaction equation
[C:1]([NH:9][CH:10]([C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[CH:11]([OH:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:24]([O:26][CH:27](OCC)OCC)[CH3:25].CC1C=CC(S([O-])(=O)=O)=CC=1.C1C=C[NH+]=CC=1>C1C=CC=CC=1>[CH2:15]([O:14][C:12]([C@H:11]1[O:17][CH:27]([O:26][CH2:24][CH3:25])[N:9]([C:1](=[O:8])[C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C@H:10]1[C:18]1[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=1)=[O:13])[CH3:16]

Participants

5

Reactant 3

HCID 31214Ethyl orthoformateHCID 466102Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 15198452HCID 15198452, compound

Product 1

HCID 70162812HCID 70162812, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

[R-(R*,S*)]-β-(Benzoylamino)-α-hydroxybenzenepropanoic acid, ethyl ester (1.16 mmol) is suspended in benzene (10 ml), and triethoxymethane (3.44 mmol) and PPTS (72 mg) are added. Heating to reflux provides the title compound.

Workup

  1. temperatureHeating
  2. temperatureto reflux

Sources & evidence

ORD record
ord-4e2d4bdcef964ff0be8e8b132eb66df3
Source dataset
uspto-grants-2002_04
Patent number
US06365750B1

Reaction notes

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