N-((Benzyloxy)carbonyl)-2-methylalanine → HCID 131724668, compound

HRID 2417158Notes

Reaction equation

HRID 2417158 reaction equation
[NH2:1][C@H:2]([C:10]([N:12]1[CH2:23][CH2:22][CH2:21][C@@H:13]1[C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[O:11])[CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH:24]([C:31]([O:33][CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)=[O:32])[C:25]([C:28](O)=[O:29])([CH3:27])[CH3:26]>>[NH:24]([C:31]([O:33][CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)=[O:32])[C:25]([C:28]([NH:1][C@H:2]([C:10]([N:12]1[CH2:23][CH2:22][CH2:21][C@@H:13]1[C:14]([O:16][C:17]([CH3:18])([CH3:19])[CH3:20])=[O:15])=[O:11])[CH2:3][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1)=[O:29])([CH3:27])[CH3:26]

Participants

3

Reactant 2

HCID 294936N-((Benzyloxy)carbonyl)-2-methylalanineHCID 58726315HCID 58726315, compound

Product 1

HCID 131724668HCID 131724668, compoundYield 85.4%

Procedure

H-L-Phe-D-Pro-OtBu (0.853 g, 2.68 mmol) and Z-Aib-OH (954 mg, 4.02 mmol) were condensed as described in Step 1 above. The oily product was purified by flash chromatography on silica gel (CHCl3/MeOH=99/1) to yield 1.23 g (85%) of the titled compound.

Workup

  1. customcondensed
  2. customThe oily product was purified by flash chromatography on silica gel (CHCl3/MeOH=99/1)

Sources & evidence

ORD record
ord-5c9e1fecf77f4755bcd79a32343d256b
Source dataset
uspto-grants-2004_11
Patent number
US06825317B2

Reaction notes

Loading…