Proline benzyl ester hydrochloride → (S)-Benzyl 1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)pyrrolidine-2-carboxylate

HRID 1811661Notes

Reaction equation

HRID 1811661 reaction equation
COC(N[C@@H](C(C)C)C(O)=O)=O.Cl.C(OC(=O)[C@@H]1CCCN1)C1C=CC=CC=1.[CH2:29]([O:36][C:37]([C@@H:39]1[CH2:43][CH2:42][CH2:41][N:40]1[C:44](=[O:60])[C@H:45]([NH:52][C:53]([O:55][C:56](C)(C)C)=[O:54])[C:46]1[CH:51]=CC=C[CH:47]=1)=[O:38])[C:30]1[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=1>>[CH2:29]([O:36][C:37]([C@@H:39]1[CH2:43][CH2:42][CH2:41][N:40]1[C:44](=[O:60])[C@@H:45]([NH:52][C:53]([O:55][CH3:56])=[O:54])[CH:46]([CH3:51])[CH3:47])=[O:38])[C:30]1[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=1

Participants

4

Reactant 3

HCID 2733413Proline benzyl ester hydrochlorideHCID 10942966(2S)-2-((methoxycarbonyl)amino)-3-methylbutanoic acidHCID 15288611(S,R)-1-(2-tert-butoxycarbonylamino-2-phenylacetyl)-pyrrolidine-2-carboxylic acid benzyl ester

Product 1

HCID 67240149(S)-Benzyl 1-((S)-2-(methoxycarbonylamino)-3-methylbutanoyl)pyrrolidine-2-carboxylate

Procedure

Compound 2b was synthesized from compound 1 (2 mmol) and L-proline benzyl ester hydrochloride (2.2 mmol), following the procedure as described for compound 2a.

Sources & evidence

ORD record
ord-133edfa88c09434fbab59b474eca241c
Source dataset
uspto-grants-2013_01
Patent number
US08362068B2

Reaction notes

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