Triethylamine → N-[(1S,2S,3R)-2,3-Dihydroxy-1-(hydroxymethyl)heptadecyl]octadecanamide

HRID 1780944Notes

Reaction equation

HRID 1780944 reaction equation
S(O)(O)(=O)=O.[OH:6][CH2:7][C@@H:8]([C@@H:10]([C@@H:12]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[OH:13])[OH:11])[NH2:9].C(N([CH2:33][CH3:34])CC)C>C(Cl)Cl>[C:7]([NH:9][C@H:8]([C@@H:10]([C@@H:12]([CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])[OH:13])[OH:11])[CH2:7][OH:6])(=[O:6])[CH2:8][CH2:10][CH2:12][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:33][CH3:34]

Participants

4

Reactant 2

HCID 8471TriethylamineHCID 86750847HCID 86750847, compound

Product 1

HCID 9898642N-[(1S,2S,3R)-2,3-Dihydroxy-1-(hydroxymethyl)heptadecyl]octadecanamide

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

The above-described solution is added as quickly as possible to a suspension of 6.2 kg (13.9 moles) of phytosphingosine sulphate (purity of 82%) in 20 l methylene chloride and 2.8 l (20 moles) triethyl amine.

Workup

  1. additionThe above-described solution is added as quickly as

Sources & evidence

ORD record
ord-7cc298cf86454962bef9fbda0eabf8c4
Source dataset
uspto-grants-1997_05
Patent number
US05631356

Reaction notes

Loading…