9-Fluorenylmethyl chloroformate → HCID 86600020, compound

HRID 1006501Notes

Reaction equation

HRID 1006501 reaction equation
Cl.[NH2:2][C@@H:3]([C:5]([NH2:7])=[O:6])[CH3:4].[C:8](Cl)([O:10][CH2:11][CH:12]1[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:18]2[C:13]1=[CH:14][CH:15]=[CH:16][CH:17]=2)=[O:9]>C(=O)([O-])[O-].[Na+].[Na+].O1CCOCC1.O>[NH2:7][C:5](=[O:6])[C@H:3]([NH:2][C:8](=[O:9])[O:10][CH2:11][CH:12]1[C:24]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[C:18]2[C:13]1=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH3:4]

Participants

6

Reactant 2

HCID 343679-Fluorenylmethyl chloroformateHCID 2775814(2R)-2-Aminopropanamide hydrochloride

Product 1

HCID 86600020HCID 86600020, compoundYield 120.4%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 10340Sodium CarbonateSolventHCID 312751,4-DioxaneSolvent2×

Procedure

A solution of D-Alaninamide hydrochloride (3 g) in 10% sodium carbonate solution (50 ml) and dioxan (50 ml) was treated with FMOC chloride (6.24 g) in dioxane (40 ml) and allowed to stir overnight. The mixture was diluted with water (500 ml) and the product collected by filtration and dried in vacuo to give 9.0 g of the subtitle compound.

Workup

  1. filtrationthe product collected by filtration
  2. customdried in vacuo

Sources & evidence

ORD record
ord-692dc91017ac4342a6925bf167817f44
Source dataset
uspto-grants-2004_09
Patent number
US06790850B1

Reaction notes

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