L-Alanine, ethyl ester, hydrochloride (1:1) → HCID 67152876, compound

HRID 2368200Notes

Reaction equation

HRID 2368200 reaction equation
[CH2:1]([O:8][C:9](=[O:47])[CH:10]([NH:12][C:13](=[O:46])[CH:14]([CH2:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]2[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=2)=[CH:36][CH:35]=1)[CH:15]=[P:16]([CH:18]([NH:21][C:22]([O:24][CH:25]([O:27][C:28](=[O:32])[CH:29]([CH3:31])[CH3:30])[CH3:26])=[O:23])[CH2:19]O)=[O:17])[CH3:11])[C:2]1C=CC=CC=1.Cl.C([O:51]C(=O)[C@H](C)N)C>>[CH2:1]([O:8][C:9](=[O:47])[CH:10]([NH:12][C:13](=[O:46])[CH:14]([CH2:33][C:34]1[CH:39]=[CH:38][C:37]([C:40]2[CH:41]=[CH:42][CH:43]=[CH:44][CH:45]=2)=[CH:36][CH:35]=1)[CH2:15][P:16]([OH:51])([CH:18]([NH:21][C:22]([O:24][CH:25]([O:27][C:28](=[O:32])[CH:29]([CH3:31])[CH3:30])[CH3:26])=[O:23])[CH3:19])=[O:17])[CH3:11])[CH3:2]

Participants

3

Reactant 2

HCID 2724356L-Alanine, ethyl ester, hydrochloride (1:1)HCID 86653627HCID 86653627, compound

Product 1

HCID 67152876HCID 67152876, compound

Procedure

The compound from example 3 (500 mg) is coupled under the conditions in step 4 of example 3 with alanine ethyl ester hydrochloride (152 mg). The crude product obtained is chromatographed on silica gel using the 7:3:0.2 CH2Cl2/MeOH/AcOH mixture. White solid, 530 mg (88%).

Sources & evidence

ORD record
ord-d45dea30156a411684fcb7a3b4a508e7
Source dataset
uspto-grants-2014_04
Patent number
US08703747B2

Reaction notes

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