D-Allylglycine → Methyl (2R)-2-aminopent-4-enoate

HRID 1429378Notes

Reaction equation

HRID 1429378 reaction equation
[NH2:1][C@H:2]([CH2:6][CH:7]=[CH2:8])[C:3]([OH:5])=[O:4].[CH3:9]O.Cl>>[NH2:1][C@H:2]([CH2:6][CH:7]=[CH2:8])[C:3]([O:5][CH3:9])=[O:4]

Participants

3

Reactant 2

HCID 6992334D-AllylglycineHCID 21893726Hydrochloride methanol

Product 1

HCID 11446533Methyl (2R)-2-aminopent-4-enoateYield 98%

Procedure

A solution of (R)-2-aminopent-4-enoic acid (18d) (5 g, 43.5 mmol) in MeOH.HCl (2.4M, 50 mL) was stirred at 70° C. overnight. The mixture was concentrated under reduced pressure to give compound 18e (5.5 g, 98% yield), which was used without purification.

Workup

  1. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-74805e60e5a341f3a98737816ad574a2
Source dataset
uspto-grants-2015_01
Patent number
US08940722B2

Reaction notes

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