O-benzylglycine toluene-p-sulphonate → HCID 70049658, compound

HRID 1647095Notes

Reaction equation

HRID 1647095 reaction equation
C1(C)C=CC(S(O)(=O)=O)=CC=1.[CH2:12]([O:19][C:20](=[O:23])[CH2:21][NH2:22])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[C:24]([C:27]1[CH:32]=[CH:31][C:30]([C:33]([NH:35][C@H:36]([C:40]([N:42]([CH:57]2[CH2:65][C:64]3[C:59](=[CH:60][CH:61]=[CH:62][CH:63]=3)[CH2:58]2)[CH2:43][C:44]([NH:46][CH:47]([CH:54]([CH3:56])[CH3:55])[C:48](=[O:53])[C:49]([F:52])([F:51])[F:50])=[O:45])=[O:41])[CH:37]([CH3:39])[CH3:38])=[O:34])=[CH:29][CH:28]=1)(O)=[O:25]>>[CH2:12]([O:19][C:20]([CH2:21][NH:22][C:24]([C:27]1[CH:28]=[CH:29][C:30]([C:33]([NH:35][C@H:36]([C:40]([N:42]([CH:57]2[CH2:58][C:59]3[C:64](=[CH:63][CH:62]=[CH:61][CH:60]=3)[CH2:65]2)[CH2:43][C:44]([NH:46][CH:47]([CH:54]([CH3:56])[CH3:55])[C:48](=[O:53])[C:49]([F:51])([F:52])[F:50])=[O:45])=[O:41])[CH:37]([CH3:39])[CH3:38])=[O:34])=[CH:31][CH:32]=1)=[O:25])=[O:23])[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 6451311O-benzylglycine toluene-p-sulphonateHCID 70049494HCID 70049494, compound

Product 1

HCID 70049658HCID 70049658, compoundYield 97.1%

Procedure

3(RS)-[[4-[(Benzyloxycarbonyl)methylaminocarbonyl]phenylcarbonyl]-L-valyl-N-(2-indanyl)glycyl]amino-1,1,1 -trifluoro-4-methyl-2-oxopentane (250 mg) was prepared from glycine benzyl ester p-toluenesulfonate (118 mg) and 3(RS)-[(4-carboxyphenylcarbonyl)-L-valyl-N-(2-indanyl)glycyl]amino-1,1,1-trifluoro-4-methyl-2-oxopentane (206 mg) by a similar method to that of Example 1.

Sources & evidence

ORD record
ord-511c1eefdcf448b9be93a10a4261465b
Source dataset
uspto-grants-1995_07
Patent number
US05430025

Reaction notes

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