(2S)-2-(((tert-butoxy)carbonyl)amino)-3-methoxypropanoic acid → HCID 86616946, compound

HRID 1867677Notes

Reaction equation

HRID 1867677 reaction equation
Cl[C:2]1C(F)=C(NC2C3C(=CC(OC)=C(CN(C)[C@H](C(N)=O)CCOC)C=3)N=CN=2)C=CC=1.[C:33]([O:37][C:38]([NH:40][C@H:41]([C:46]([OH:48])=[O:47])[CH2:42][CH2:43][O:44][CH3:45])=[O:39])([CH3:36])([CH3:35])[CH3:34].C(OC(N[C@H](C(O)=O)COC)=O)(C)(C)C>>[C:33]([O:37][C:38]([N:40]([CH3:2])[C@H:41]([C:46]([OH:48])=[O:47])[CH2:42][CH2:43][O:44][CH3:45])=[O:39])([CH3:36])([CH3:34])[CH3:35]

Participants

4

Reactant 3

HCID 7016354(2S)-2-(((tert-butoxy)carbonyl)amino)-3-methoxypropanoic acidHCID 11691173HCID 11691173, compoundHCID 15058461N-[(1,1-Dimethylethoxy)carbonyl]-O-methyl-L-homoserine

Product 1

HCID 86616946HCID 86616946, compound

Procedure

The N2,O-dimethyl-L-homoserinamide used as starting material was prepared by methylating N-(tert-butoxycarbonyl)-O-methyl-L-homoserine using an analogous method to that described in Example 7 for the methylation of N-(tert-butoxycarbonyl)-O-methyl-L-serine, to give N-(tert-butoxycarbonyl)-N,O-dimethyl-L-homoserine; 1H NMR spectrum: (DMSO d6, 100° C.) 1.40 (s, 9H), 1.91 (m, 1H), 2.09 (m, 1H), 2.75 (s, 3H), 3.24 (s, 3H), 3.34 (m, 2H), 4.44 (m, 1H).

Workup

  1. customwas prepared

Sources & evidence

ORD record
ord-93074dd4f2074680aac2ced2b85ccef8
Source dataset
uspto-grants-2009_12
Patent number
US07632840B2

Reaction notes

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