Hydrochloric Acid → HCID 86665068, compound

HRID 333315Notes

Reaction equation

HRID 333315 reaction equation
[C:1]1([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH:6]=[CH:5][C:4]([CH2:7][C@H:8]([NH:26]C(OC(C)(C)C)=O)[C:9]([N:11]2[CH2:15][CH2:14][CH2:13][C@H:12]2[C:16]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)=[O:17])=[O:10])=[CH:3][CH:2]=1.[ClH:40].O1CCOCC1>>[ClH:40].[NH2:26][C@@H:8]([CH2:7][C:4]1[CH:3]=[CH:2][C:1]([C:34]2[CH:35]=[CH:36][CH:37]=[CH:38][CH:39]=2)=[CH:6][CH:5]=1)[C:9]([N:11]1[CH2:15][CH2:14][CH2:13][C@H:12]1[C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17])=[O:10]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 70122811HCID 70122811, compound

Product 1

HCID 86665068HCID 86665068, compound

Procedure

A solution of (S)-benzyl 1-((S)-3-(biphenyl-4-yl)-2-(tert-butoxycarbonylamino)propanoyl)pyrrolidine-2-carboxylate (429 mg, 0.812 mmol) and HCl in 1,4-dioxane (2.03 ml, 8.12 mmol) was allowed to stir for 1 hour and concentrated under reduced pressure to give (S)-benzyl 1-((S)-2-amino-3-(biphenyl-4-yl)propanoyl)pyrrolidine-2-carboxylate hydrochloride (396 mg); Retention time=1.00 minutes (condition B); MS (m+1)=429.2.

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-a7186db1817343cc9f05d1149da0cb3d
Source dataset
uspto-grants-2014_11
Patent number
US08877815B2

Reaction notes

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