2-Chloroethyl octanoate → 1-(Octanoyloxy)ethyl-5-amino-4-oxopentanoate Hydrochloride

HRID 1474570Notes

Reaction equation

HRID 1474570 reaction equation
[Cl:1][CH2:2][CH2:3][O:4][C:5](=[O:13])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].C(OC([NH:21][CH2:22][C:23](=[O:29])[CH2:24][CH2:25][C:26]([OH:28])=[O:27])=O)(C)(C)C>>[ClH:1].[C:5]([O:4][CH:3]([O:28][C:26](=[O:27])[CH2:25][CH2:24][C:23](=[O:29])[CH2:22][NH2:21])[CH3:2])(=[O:13])[CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 2297802-Chloroethyl octanoateHCID 179898205-((tert-Butoxycarbonyl)amino)-4-oxopentanoic acid

Product 1

HCID 867092041-(Octanoyloxy)ethyl-5-amino-4-oxopentanoate Hydrochloride

Procedure

The compound was prepared as described in Procedures A and B above from 2-chloroethyloctanoate and 5-(tert-butoxycarbonylamino)-4-oxopentanoic acid. 1H-NMR (300 MHz, CDCl3) ppm δ 0.87 (t, J=7.20 Hz, 3H, CH2Me), 1.27 (m, 8H, (CH2)4CH2CH2CO2), 1.45 (d, J=5.40 Hz, 3H, OCH(CH3)O), 1.58 (sext, J=7.32 Hz, 2H, CH2CH2CH2CO2), 2.28 (t, J=7.30 Hz, 2H, CH2CH2CH2CO2), 2.66 (“t”, 2H, COCH2CH2CO2), 2.94 (“t”, 2H, COCH2CH2CO2), 4.28 (s, 2H, CH2NH2), 6.83 (q, J=5.60 Hz, 1H, OCHO).

Workup

  1. customThe compound was prepared

Sources & evidence

ORD record
ord-52f95c4b120943c3beaeba9623ad6202
Source dataset
uspto-grants-2015_04
Patent number
US09018257B2

Reaction notes

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