Tetrahydrofuran → HCID 28165431, compound

HRID 2114269Notes

Reaction equation

HRID 2114269 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([C:11]([OH:13])=[O:12])[CH3:10])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:14]1([NH2:17])[CH2:16][CH2:15]1.[H-].[Na+].[CH2:20]1[CH2:24]O[CH2:22][CH2:21]1>>[CH:20]1([CH2:24][NH:17][C:11](=[O:13])[C@@H:9]([CH3:10])[NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[CH2:22][CH2:21]1.[CH:14]1([NH:17][C:11](=[O:12])[C@@H:9]([CH3:10])[NH:8][C:6]([O:5][C:1]([CH3:3])([CH3:2])[CH3:4])=[O:7])[CH2:16][CH2:15]1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 24758Sodium hydrideHCID 69828CyclopropylamineHCID 637606BOC-D-alanine

Product 2

HCID 28165431HCID 28165431, compoundHCID 28165731HCID 28165731, compound

Procedure

(R)-tert-butoxycarbonylalanine cyclopropylamide (15) was prepared as described in General Procedure 1 using (R)-tert-butoxycarbonylalanine and cyclopropyl amine. Intermediate 16 was prepared as illustrated in General Procedure 7. A solution of 1.0 eq. of 15 in THF was prepared. While stirring, 1.5 eq. of 60% NaH in mineral oil was added.

Workup

  1. custom(R)-tert-butoxycarbonylalanine cyclopropylamide (15) was prepared

Sources & evidence

ORD record
ord-56d2dafc8fa54838baa01ade42aa75c1
Source dataset
uspto-grants-2008_10
Patent number
US07432379B2

Reaction notes

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