HCID 11691173, compound → HCID 55283965, compound

HRID 1867678Notes

Reaction equation

HRID 1867678 reaction equation
C(OC(N(C)[C@H](C(O)=O)CCOC)=O)(C)(C)C.ClC1C(F)=C(NC2C3C(=CC(OC)=C([CH2:36][N:37](C)[C@H:38]([C:43]([NH2:45])=[O:44])[CH2:39][CH2:40][O:41][CH3:42])C=3)N=CN=2)C=CC=1>>[CH3:36][NH:37][C@H:38]([C:43]([NH2:45])=[O:44])[CH2:39][CH2:40][O:41][CH3:42]

Participants

3

Reactant 2

HCID 11691173HCID 11691173, compoundHCID 86616946HCID 86616946, compound

Product 1

HCID 55283965HCID 55283965, compound

Procedure

N-(tert-butoxycarbonyl)-N,O-dimethyl-L-homoserine was converted to the corresponding amide, followed by removal of the nitrogen protecting group using an analogous as process to that described in Example 7 for the preparation of N2,O-dimethyl-L-serinamide, to give N2,O-dimethyl-L-homoserinamide; 1H NMR spectrum: (DMSO d6) 1.58 (m, 1H), 1.69 (m, 1H), 1.80 (brs, 1H), 2.17 (s, 3H), 2.84 (dd, 1H), 3.20 (s, 3H), 3.34 (m, 2H), 6.93 (brs, 1H), 7.27 (brs, 1H).

Workup

  1. customfollowed by removal of the nitrogen protecting group
  2. customdescribed in Example 7 for the preparation of N2,O-dimethyl-L-serinamide

Sources & evidence

ORD record
ord-ac49ee3a3c6c457abfcecfbed5394f01
Source dataset
uspto-grants-2009_12
Patent number
US07632840B2

Reaction notes

Loading…