Sodium Hydroxide → Ceramide AP

HRID 1780942Notes

Reaction equation

HRID 1780942 reaction equation
C([O:4][CH:5]([CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[C:6]([NH:8][C@H:9]([C@@H:12]([C@@H:14]([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][CH3:29])[OH:15])[OH:13])[CH2:10][OH:11])=[O:7])(=O)C.[OH-].[Na+]>C(O)C>[OH:4][CH:5]([CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH2:39][CH2:40][CH2:41][CH2:42][CH2:43][CH2:44][CH3:45])[C:6]([NH:8][C@H:9]([C@@H:12]([C@@H:14]([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][CH3:29])[OH:15])[OH:13])[CH2:10][OH:11])=[O:7]

Participants

4

Reactant 2

HCID 14798Sodium Hydroxide2×HCID 131720017HCID 131720017, compound

Product 1

HCID 44625889Ceramide AP

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 35.62 grams (55.4 mmoles) of N-(2-acetoxy-octadecanoyl) phytosphingosine, 250 ml of 96% ethanol and 20 ml of 6.18M sodium hydroxide is stirred for 1.5 hours. An additional 5 ml of 6.18M sodium hydroxide is added and the stirring continued for 1 hour.

Workup

  1. waitthe stirring continued for 1 hour

Sources & evidence

ORD record
ord-7fa72a964a72422f852d7a22402421fe
Source dataset
uspto-grants-1997_05
Patent number
US05631356

Reaction notes

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