Pyrrolidine → HCID 69890717, compound

HRID 2083960Notes

Reaction equation

C(OC([NH:11][CH2:12][CH2:13][CH2:14][C@@H:15]([C:24]([OH:26])=O)[NH:16]C(OC(C)(C)C)=O)=O)C1C=CC=CC=1.[CH:27]1([S:32]([Cl:35])(=[O:34])=[O:33])[CH2:31][CH2:30][CH2:29][CH2:28]1.[NH:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1>>[ClH:35].[NH2:16][C@H:15]([C:24](=[O:26])[N:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1)[CH2:14][CH2:13][CH2:12][NH:11][S:32]([CH:27]1[CH2:31][CH2:30][CH2:29][CH2:28]1)(=[O:34])=[O:33]

Participants

Reactant 3

HCID 31268Pyrrolidine

HCID 3717197Cyclopentanesulfonyl chloride

HCID 7269338(2S)-5-{[(benzyloxy)carbonyl]amino}-2-{[(tert-butoxy)carbonyl]amino}pentanoic acid

Product 1

HCID 69890717HCID 69890717, compound

Procedure

Starting from (S)-N5-(benzyloxycarbonyl)-N2-(tert-butyloxycarbonyl)-ornithine, cyclopentanesulphonyl chloride and pyrrolidine, the expected product is obtained according to the procedure described in Example 3.

Sources & evidence

ORD record: ord-ba0ef9ffd94448ac999ca26ab66d236d
Source dataset: uspto-grants-2004_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06716843B2

Reaction notes

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