4-Methylmorpholine → HCID 54111983, compound

HRID 1374610Notes

Reaction equation

HRID 1374610 reaction equation
[NH2:1][C@H:2]([C:7]([OH:9])=[O:8])[C:3](C)(C)C.F[P-](F)(F)(F)(F)F.N1(O[P+](N(C)C)(N(C)C)N(C)C)[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2N=N1.CN1CCOCC1.CN(C=O)C.[C:49]1([CH3:67])[CH:54]=[CH:53][C:52]([S:55]([NH:58][C@H:59]([C:64]([OH:66])=[O:65])[C:60]([CH3:63])([CH3:62])[CH3:61])(=[O:57])=[O:56])=[CH:51][CH:50]=1>>[C:49]1([CH3:67])[CH:50]=[CH:51][C:52]([S:55]([NH:58][C@H:59]([C:64]([OH:66])=[O:65])[C:60]([CH3:62])([CH3:63])[CH3:61])(=[O:56])=[O:57])=[CH:53][CH:54]=1.[C:49]1([CH3:67])[CH:50]=[CH:51][C:52]([S:55]([NH:58][C@H:59]([C:64]([NH:1][C@H:2]([C:7]([OH:9])=[O:8])[CH2:3][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)=[O:66])[C:60]([CH3:61])([CH3:62])[CH3:63])(=[O:56])=[O:57])=[CH:53][CH:54]=1

Participants

6

Reactant 4

HCID 79724-MethylmorpholineHCID 151348Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphateHCID 164608L-tert-LeucineHCID 131723874HCID 131723874, compound

Product 2

HCID 54111983HCID 54111983, compoundHCID 131723873HCID 131723873, compound

Procedure

N-(Toluene-4-sulfonyl)-L-tert-butylglycine was prepared from L-tert-butylglycine using the procedure described in Method 1. The title compound was prepared by coupling in DMF N-(toluene-4-sulfonyl)-L-tert-butylglycine with an L-phenylalanine ester in the presence of BOP and NMM. Conventional deesterification provided the title compound.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-6866740b7fe34eaeba9c68e1c6363356
Source dataset
uspto-grants-2007_01
Patent number
US07166580B2

Reaction notes

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