Diethyl Ether → HCID 131714790, compound

HRID 746233Notes

Reaction equation

HRID 746233 reaction equation
[C:1]([O:5][C:6]([NH:8][C@@H:9]([C:14]([OH:16])=O)[CH2:10][CH2:11][CH2:12][CH3:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].Cl.[CH3:18][O:19][C:20](=[O:23])[CH2:21][NH2:22].C(OCC)C>CCCCCC>[C:1]([O:5][C:6]([NH:8][C@@H:9]([C:14]([NH:22][CH2:21][C:20]([O:19][CH3:18])=[O:23])=[O:16])[CH2:10][CH2:11][CH2:12][CH3:13])=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 122755Glycine methyl ester hydrochlorideHCID 6992559Boc-D-Nle-OH

Product 1

HCID 131714790HCID 131714790, compoundYield 92.6%

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The title compound was prepared by the general method of Example 1 using 15.0 g (65 mmol) of t-butoxycarbonyl-D-norleucine (Boc-D-Nle) and 8.1 g (65 mmol) of glycine methyl ester hydrochloride. Trituration of the product oil with diethyl ether and (Skellysolve B) produced 18.2 g of the title compound as a pale yellow solid. Structure assignment was supported by elemental analysis.

Sources & evidence

ORD record
ord-709a179fd69441f8897cf0f7e73819aa
Source dataset
uspto-grants-1986_07
Patent number
US04603121

Reaction notes

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