4-Methylmorpholine → Methyl 2-{methyl[(4-methylphenyl)sulfonyl]amino}acetate

HRID 411268Notes

Reaction equation

HRID 411268 reaction equation
[CH3:1][O:2][C:3](=[O:7])[CH2:4][NH:5][CH3:6].COC(=O)[C@H](CC1N=CNC=1)NCC1C=CC=CC=1.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)C2C=CC=CC=2N=N1.CN1CCOCC1.CN(C=O)C.[C:66]1([CH3:81])[CH:71]=[CH:70][C:69]([S:72](N(CC(O)=O)C)(=[O:74])=[O:73])=[CH:68][CH:67]=1>>[CH3:1][O:2][C:3](=[O:7])[CH2:4][N:5]([S:72]([C:69]1[CH:70]=[CH:71][C:66]([CH3:81])=[CH:67][CH:68]=1)(=[O:74])=[O:73])[CH3:6]

Participants

6

Reactant 5

HCID 79724-MethylmorpholineHCID 83545Sarcosine methyl esterHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 86589137DMF N-(toluene-4-sulfonyl)sarcosineHCID 178501396HCID 178501396, compound

Product 1

HCID 3277444Methyl 2-{methyl[(4-methylphenyl)sulfonyl]amino}acetate

Procedure

N-(Toluene-4-sulfonyl)sarcosine methyl ester was prepared from sarcosine methyl ester using the procedure described in Method 1. The title compound was prepared by coupling in DMF N-(toluene-4-sulfonyl)sarcosine with (N-benzyl)histidine methyl ester in the presence of BOP and NMM, to give after aqueous workup and flash chromatography, the title compound.

Workup

  1. customThe title compound was prepared
  2. customto give after aqueous workup and flash chromatography

Sources & evidence

ORD record
ord-02b6740304c549cc93cc7a228ef9256d
Source dataset
uspto-grants-2003_05
Patent number
US06559127B1

Reaction notes

Loading…