methyl N-[(1S)-1-[[(1S,2S)-1-benzyl-3-[cyclohexylmethyl-[[(2S)-2-(methoxycarbonylamino)-3-methyl-butanoyl]amino]amino]-2-hydroxy-propyl]carbamoyl]-2-methyl-propyl]carbamate → HCID 69784133, compound

HRID 1291779Notes

Reaction equation

HRID 1291779 reaction equation
[OH:1][C@H:2]([C@@H:24]([NH:32][C:33](=[O:43])[C@H:34]([CH:40]([CH3:42])[CH3:41])[NH:35][C:36]([O:38][CH3:39])=[O:37])[CH2:25][C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[CH2:3][N:4]([CH2:17][CH:18]1[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]1)[NH:5][C:6](=[O:16])[C@H:7]([CH:13]([CH3:15])[CH3:14])[NH:8][C:9]([O:11][CH3:12])=[O:10]>CO>[OH:1][C@H:2]([C@@H:24]([NH:32][C:33](=[O:43])[C@H:34]([CH:40]([CH3:42])[CH3:41])[NH:35][C:36]([O:38][CH3:39])=[O:37])[CH2:25][CH:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH2:27]1)[CH2:3][N:4]([CH2:17][CH:18]1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]1)[NH:5][C:6](=[O:16])[C@H:7]([CH:13]([CH3:14])[CH3:15])[NH:8][C:9]([O:11][CH3:12])=[O:10]

Participants

3

Reactant 1

HCID 461993methyl N-[(1S)-1-[[(1S,2S)-1-benzyl-3-[cyclohexylmethyl-[[(2S)-2-(methoxycarbonylamino)-3-methyl-butanoyl]amino]amino]-2-hydroxy-propyl]carbamoyl]-2-methyl-propyl]carbamate

Product 1

HCID 69784133HCID 69784133, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

In the presence of 20 mg of Nishimura catalyst (Rh(III)- and Pt(VI)-oxide monohydrate, Degussa) 100 mg (0.165 mmol) of 1-[2(S)-hydroxy-3(S)-(N-(methoxycarbonyl)-(L)-valyl)amino-4-phenyl-butyl]-1-[cyclohexylmethyl]-2-[N-methoxycarbonyl-(L)-valyl]-hydrazine (Example 73a) in the form of a solution in 8 ml of methanol are hydrogenated under low pressure at RT. Removal of the catalyst by filtration through ®Celite and concentration of the filtrate by evaporation yields the title compound: FAB-MS (M+H)+ =612.

Workup

  1. customare hydrogenated under low pressure at RT
  2. customRemoval of the catalyst
  3. filtrationby filtration through ®Celite and concentration of the filtrate
  4. customby evaporation

Sources & evidence

ORD record
ord-2b2e61cd7f9a493da6b49833f5b4c2dd
Source dataset
uspto-grants-1998_05
Patent number
US05753652

Reaction notes

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