(R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-tert-butoxy-3-oxopropylthio)propane-1,2-diyl ditetradecanoate → (5R,9R)-1-(9H-fluoren-9-yl)-3,12-dioxo-9-(tetradecanoyloxy)-2,11-dioxa-7-thia-4-azapentacosane-5-carboxylic acid

HRID 2205033Notes

Reaction equation

HRID 2205033 reaction equation
[C:1]([O:16][CH2:17][C@@H:18]([O:48][C:49](=[O:63])[CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH3:62])[CH2:19][S:20][CH2:21][C@H:22]([NH:30][C:31]([O:33][CH2:34][CH:35]1[C:47]2[CH:46]=[CH:45][CH:44]=[CH:43][C:42]=2[C:41]2[C:36]1=[CH:37][CH:38]=[CH:39][CH:40]=2)=[O:32])[C:23]([O:25]C(C)(C)C)=[O:24])(=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14].C(O[C@H](COC(=O)CCCCCCCCCCC)CSC[C@@H](C(O)=O)NC(=O)OCC1C2C=CC=CC=2C2C1=CC=CC=2)(=O)CCCCCCCCCCC>>[CH:37]1[C:36]2[CH:35]([CH2:34][O:33][C:31](=[O:32])[NH:30][C@H:22]([C:23]([OH:25])=[O:24])[CH2:21][S:20][CH2:19][C@H:18]([O:48][C:49](=[O:63])[CH2:50][CH2:51][CH2:52][CH2:53][CH2:54][CH2:55][CH2:56][CH2:57][CH2:58][CH2:59][CH2:60][CH2:61][CH3:62])[CH2:17][O:16][C:1](=[O:15])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14])[C:47]3[C:42](=[CH:43][CH:44]=[CH:45][CH:46]=3)[C:41]=2[CH:40]=[CH:39][CH:38]=1

Participants

3

Reactant 2

HCID 10440751(R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-tert-butoxy-3-oxopropylthio)propane-1,2-diyl ditetradecanoateHCID 67414703(5R,9R)-9-(dodecanoyloxy)-1-(9H-fluoren-9-yl)-3,12-dioxo-2,11-dioxa-7-thia-4-azatricosane-5-carboxylic acid

Product 1

HCID 10440543(5R,9R)-1-(9H-fluoren-9-yl)-3,12-dioxo-9-(tetradecanoyloxy)-2,11-dioxa-7-thia-4-azapentacosane-5-carboxylic acid

Procedure

The product was prepared from (R)-3-((R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-tert-butoxy-3-oxopropylthio)propane-1,2-diyl ditetradecanoate by following the procedure described for compound 6.

Sources & evidence

ORD record
ord-e3819658e9b1401ba66e8ab6ca988e92
Source dataset
uspto-grants-2016_06
Patent number
US09365506B2

Reaction notes

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