4-Methylmorpholine → HCID 70583470, compound

HRID 1395825Notes

Reaction equation

HRID 1395825 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:22][CH2:21][CH2:20][C@H:9]1[C:10]([NH:12][C@H:13]([C:16]([O:18][CH3:19])=[O:17])[CH2:14]O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].CN1CCOCC1.C1(C)C(S(Cl)(=O)=O)=CC=CC=1>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:22][CH2:21][CH2:20][C@H:9]1[C:10]([NH:12][C:13]([C:16]([O:18][CH3:19])=[O:17])=[CH2:14])=[O:11])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 79724-MethylmorpholineHCID 8623o-Toluenesulfonyl chlorideHCID 11616671HCID 11616671, compound

Product 1

HCID 70583470HCID 70583470, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

31.6 g of methyl t-butoxycarbonylprolylserinate are dissolved in 300 ml methylene chloride. 20.2 g of N-methylmorpholine are added to the solution followed by the addition of 19.1 g toluenesulfonyl chloride. The reaction mixture is chromatographed on silica gel to obtain pure product, methyl t-butoxycarbonylprolyldehydroalaninate.

Workup

  1. customThe reaction mixture is chromatographed on silica gel

Sources & evidence

ORD record
ord-3f4df56baf634d8ab821d06ec3a8b311
Source dataset
uspto-grants-1980_05
Patent number
US04204991

Reaction notes

Loading…