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

HRID 1374609Notes

Reaction equation

HRID 1374609 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-c662c3ca23cf4466b796cc1d425c1aba
Source dataset
uspto-grants-2007_01
Patent number
US07166580B2

Reaction notes

Loading…