HCID 54447823, compound → HCID 69531218, compound

HRID 1357465Notes

Reaction equation

HRID 1357465 reaction equation
[C:1]([NH:4][C@H:5]([C:14]([NH:16][C@H:17]([C:22]([NH:24][C@H:25]([C:27](O)=[O:28])[CH3:26])=[O:23])[C@H:18]([CH2:20][CH3:21])[CH3:19])=[O:15])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)(=[O:3])[CH3:2].[CH2:30]([O:32][CH:33]([O:45][CH2:46][CH3:47])[CH2:34][C@@H:35]([NH2:44])[CH2:36][C:37]([O:39][C:40]([CH3:43])([CH3:42])[CH3:41])=[O:38])[CH3:31]>>[CH2:46]([O:45][CH:33]([O:32][CH2:30][CH3:31])[CH2:34][C@@H:35]([NH:44][C:27](=[O:28])[C@H:25]([CH3:26])[NH:24][C:22](=[O:23])[C@H:17]([C@H:18]([CH2:20][CH3:21])[CH3:19])[NH:16][C:14](=[O:15])[C@H:5]([CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][CH:8]=1)[NH:4][C:1](=[O:3])[CH3:2])[CH2:36][C:37]([O:39][C:40]([CH3:42])([CH3:41])[CH3:43])=[O:38])[CH3:47]

Participants

3

Reactant 2

HCID 54447823HCID 54447823, compoundHCID 57151936HCID 57151936, compound

Product 1

HCID 69531218HCID 69531218, compound

Procedure

0.24 g (0.6 mmol) of acetyl-L-tyrosyl-L-isoleucyl-L-alanine (Example 7, Step A2) and 0.16 g (0.6 mmol) of (3R)-3-amino-4-t-butoxycarbonyl-butyraldehyde diethyl acetal (Example 1, Step B4) are coupled and the end product is isolated according to the method described in Example 1, Step 1, using proportional amounts of reagents and solvents.

Workup

  1. customthe end product is isolated

Sources & evidence

ORD record
ord-5b3376bd9b4b4a909052e8057e11735f
Source dataset
uspto-grants-2003_07
Patent number
US06593300B1

Reaction notes

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