3-Amino-1,2-propanediol → HCID 15341520, compound

HRID 1107304Notes

Reaction equation

HRID 1107304 reaction equation
[CH3:1][C:2]([O:5][C:6]([NH:8][CH2:9][C:10]([O:12]N1C(=O)CCC1=O)=O)=[O:7])([CH3:4])[CH3:3].[NH2:20][CH2:21][CH:22]([OH:25])[CH2:23][OH:24]>CN(C=O)C>[C:6]([NH:8][CH2:9][C:10]([NH:20][CH2:21][CH:22]([OH:25])[CH2:23][OH:24])=[O:12])([O:5][C:2]([CH3:1])([CH3:3])[CH3:4])=[O:7]

Participants

4

Reactant 2

HCID 735613-Amino-1,2-propanediolHCID 76926N-(tert-Butyloxycarbonyl)glycine N-hydroxysuccinimide ester

Product 1

HCID 15341520HCID 15341520, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

10.00 g (36.73 mmol) Boc-Gly-Osu (Bachem) was dissolved together with 3.35 g (36.77 mmol) 1-amino-2,3-propanediol in 50 ml DMF and stirred for 18 h. The product was purified by flash chromatography (CH2Cl2 /MeOH; 95:5 v/v). 8.94 g (98%) 19 was obtained as a colourless oil.

Workup

  1. customThe product was purified by flash chromatography (CH2Cl2 /MeOH; 95:5 v/v)

Sources & evidence

ORD record
ord-622ba7772cb940d78f5727553852b6ea
Source dataset
uspto-grants-2000_05
Patent number
US06060455

Reaction notes

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