Acetyl chloride → HCID 14835079, compound

HRID 728483Notes

Reaction equation

HRID 728483 reaction equation
[I:1][CH2:2][CH2:3][CH2:4][S:5]([NH:8][CH2:9][CH:10]([CH2:34][O:35][CH3:36])[CH2:11][O:12][C:13](=[O:33])[NH:14][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][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])(=[O:7])=[O:6].[C:37](Cl)(=[O:39])[CH3:38].C(N(CC)C(C)C)(C)C.C(N(S(CCCI)(=O)=O)CC(COC)COCCCCCCCCCCCCCCCC)(=O)C>>[C:37]([N:8]([S:5]([CH2:4][CH2:3][CH2:2][I:1])(=[O:7])=[O:6])[CH2:9][CH:10]([CH2:34][O:35][CH3:36])[CH2:11][O:12][C:13](=[O:33])[NH:14][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][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])(=[O:39])[CH3:38]

Participants

5

Reactant 4

HCID 6367Acetyl chlorideHCID 81531DiisopropylethylamineHCID 14835074HCID 14835074, compoundHCID 14835078HCID 14835078, compound

Product 1

HCID 14835079HCID 14835079, compoundYield 85%

Procedure

A mixture of 0.72 g (1.1 mM) of 3-(3-iodopropylsulfonylamino)-2-methoxymethyl-1-octadecylcarbamoyloxypropane IIk2, 88 μl (1.2 mM) of acetyl chloride and 0.25 ml (1.4 mM) of N,N-diisopropylethylamine is allowed to react by the same procedure as described in (110) and 0.65 g (85% yield) of the title compound IIk2' is obtained. m.p. 71°-72° C.

Workup

  1. customto react by the same procedure

Sources & evidence

ORD record
ord-d361041d7e974dbf94850b18a7bef2b2
Source dataset
uspto-grants-1991_09
Patent number
US05047540

Reaction notes

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