3-Dodecanoyltetradecanoic acid → 4-(diphenyloxyphosphoryloxy)-2-[(R)-3-dodecanoyloxytetradecanoylamino]-butanoic acid

HRID 1371241Notes

Reaction equation

HRID 1371241 reaction equation
[C:1]1([O:7][P:8]([O:17][CH2:18][CH2:19][CH:20]([NH:24]C(=O)C[C@H](OCC2C=CC=CC=2)CCCCCCCCCCC)[C:21]([OH:23])=[O:22])([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:48]([O:61][C@H:62]([CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH3:77])[CH2:63][C:64]([OH:66])=O)(=[O:60])[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59].C(O[C@H](CCCCCCCCCCC)CC(O)=O)C1C=CC=CC=1>>[C:1]1([O:7][P:8]([O:17][CH2:18][CH2:19][CH:20]([NH:24][C:64](=[O:66])[CH2:63][C@H:62]([O:61][C:48](=[O:60])[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH3:59])[CH2:67][CH2:68][CH2:69][CH2:70][CH2:71][CH2:72][CH2:73][CH2:74][CH2:75][CH2:76][CH3:77])[C:21]([OH:23])=[O:22])([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:9])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 3

HCID 1246803-Dodecanoyltetradecanoic acidHCID 11110428(R)-3-(Benzyloxy)tetradecanoic acidHCID 674934974-(diphenyloxyphosphoryloxy)-2-[(R)-3-benzyloxytetradecanoylamino]-butanoic acid

Product 1

HCID 114683554-(diphenyloxyphosphoryloxy)-2-[(R)-3-dodecanoyloxytetradecanoylamino]-butanoic acid

Procedure

The 4-(diphenyloxyphosphoryloxy)-2-[(R)-3-benzyloxytetradecanoylamino]-butanoic acid can be prepared using the same reaction scheme by replacing in step 5 of example I, (R)-3-dodecanoyloxytetradecanoic acid by (R)-3-benzyloxytetradecanoic acid.

Workup

  1. customthe same reaction scheme

Sources & evidence

ORD record
ord-57511fb35fba4e78bf65bcc75ae4e06a
Source dataset
uspto-grants-2007_01
Patent number
US07157092B1

Reaction notes

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