Iodoethane → HCID 12515028, compound

HRID 1600426Notes

Reaction equation

[CH2:1](I)[CH3:2].[NH:4]([C:10]([O:12][C:13]([CH3:16])([CH3:15])[CH3:14])=[O:11])[C@@H:5]([C:7]([OH:9])=[O:8])[CH3:6]>>[C:13]([O:12][C:10]([NH:4][C@@H:5]([C:7]([O:9][CH2:1][CH3:2])=[O:8])[CH3:6])=[O:11])([CH3:14])([CH3:15])[CH3:16]

Participants

Reactant 2

HCID 6340Iodoethane

HCID 637606BOC-D-alanine

Product 1

HCID 12515028HCID 12515028, compoundYield 48.8%

Procedure

The title compound was prepared by the method of Example 8 using ethyl iodide (2.4 mL, 30 mmol) instead of methyl iodide and BOC-D-Ala-OH (5.0 g,26.4 mmol) instead of the product of Example 1. Concentration afforded the title compound (2.8 g) as a pale yellow oil and the structure verified by NMR.

Workup

concentrationConcentration

Sources & evidence

ORD record: ord-f77338553cb94f15acfed47967885739
Source dataset: uspto-grants-1998_04
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05744631

Reaction notes

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