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Hydrochloric Acid → N-(z-15-tetracosenoyl)-L-threonine

HRID 968095
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인쇄 미리보기

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HRID 968095 반응식
[NH2:1][C@H:2]([C:6]([OH:8])=[O:7])[C@@H:3]([CH3:5])[OH:4].C(=O)(O)[O-].[Na+].[C:14](ON1C(=O)CCC1=O)(=[O:38])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]/[CH:28]=[CH:29]\[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37].Cl>O.C(COC)OC.CCCCCC.C(OCC)C.C(O)(=O)C>[C:14]([NH:1][C@H:2]([C:6]([OH:8])=[O:7])[C@@H:3]([CH3:5])[OH:4])(=[O:38])[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27]/[CH:28]=[CH:29]\[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]
참가 물질실험 절차출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 313Hydrochloric AcidHCID 6288L-ThreonineHCID 516892Sodium BicarbonateHCID 45040426HCID 45040426, 화합물

생성물 1

HCID 86595255N-(z-15-tetracosenoyl)-L-threonine

시약·촉매·용매 3

HCID 962Water용매
HCID 8071
1,2-Dimethoxyethane
용매
HCID 21924843Hexane ether acetic acid용매

실험 절차

A mixture of L-threonine (5 mmol, 0.595 g), sodium bicarbonate (5 mmol, 0.420 g) and succinimidyl nervonate (5 mmol, 2.320 g, prepared according to Example 1A) in water (2 mL) and dimethoxyethane (5 mL) were refluxed for 2 hours until no ester remained according to TLC (hexane-diethyl ether-acetic acid, 80:18:2). Acidification to pH 2 with concentrated hydrochloric acid and chilling gave the title product, which was washed with water, dried and crystallised from chloroform. It was finally washed with hexane to remove small amounts of non-polar contaminants.

출처 및 근거

ORD 기록
ord-64e3691902a44fcbb9108759e9b6f9f9
출처 데이터셋
uspto-grants-2005_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06956059B2

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