Tridecanoyl chloride → HCID 68286820, compound

HRID 2205680Notes

Reaction equation

[C:1]([O:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:25]([NH:32][C:33]([N:35]1[CH2:40][CH2:39][C:38](=[O:41])[N:37]2[C@@H:42]([CH2:58]C3C=CC(O)=CC=3)[C:43](=[O:57])[N:44]([CH2:46][C:47]3[C:56]4[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=4)[CH:50]=[CH:49][CH:48]=3)[CH2:45][CH:36]12)=[O:34])[C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1.C(Cl)(=O)CCCCCCCCCCCC>>[C:1]([O:18][C:19]1[CH:20]=[CH:21][C:22]([CH2:58][C@@H:42]2[N:37]3[C:38](=[O:41])[CH2:39][CH2:40][N:35]([C:33](=[O:34])[NH:32][CH2:25][C:26]4[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=4)[CH:36]3[CH2:45][N:44]([CH2:46][C:47]3[C:56]4[C:51](=[CH:52][CH:53]=[CH:54][CH:55]=4)[CH:50]=[CH:49][CH:48]=3)[C:43]2=[O:57])=[CH:23][CH:24]=1)(=[O:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

Reactant 3

HCID 87288Tridecanoyl chloride

HCID 565168HCID 565168, compound

HCID 11295786HCID 11295786, compound

Product 1

HCID 68286820HCID 68286820, compound

Procedure

According to particular aspects, synthesis of 44-(46S)-1-(benzylcarbamoyl)-8-(naphthalen-1-ylmethyl)-4,7-dioxooctahydro-1H-pyrazino[1,2-a]pyrimidin-6-yl)methyl)phenyl palmitate was achieved in analogy with above Example 10 except starting with a solution of (6 S)—N-benzyl-6-(4-hydroxybenzyl)-8-(naphthalen-1-ylmethyl)-4,7-dioxooctahydro-1H-pyrazino[1,2-a]pyrimidine-1-carboxamide, and reacting with tridecanoyl chloride to obtain the title compound.

Sources & evidence

ORD record: ord-b7efe7fc91b0428eb497c87a3d6a0a17
Source dataset: uspto-grants-2016_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09371330B2

Reaction notes

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