Serine, glycyl- → N-[N-(3-dodecanoyloxytetradecanoyl)glycyl]-L-serine

HRID 1903529Notes

Reaction equation

HRID 1903529 reaction equation
[C:1]([O:14][CH:15]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH2:16][C:17]([O:19]C(C)(C)C)=O)(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[NH2:35][CH2:36][C:37]([NH:39][C@H:40]([C:43]([OH:45])=[O:44])[CH2:41][OH:42])=[O:38]>>[C:1]([O:14][CH:15]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[CH2:16][C:17]([NH:35][CH2:36][C:37]([NH:39][C@H:40]([C:43]([OH:45])=[O:44])[CH2:41][OH:42])=[O:38])=[O:19])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

3

Reactant 2

HCID 73086Serine, glycyl-HCID 21769587Tert-butyl 3-dodecanoyloxytetradecanoate

Product 1

HCID 54571602N-[N-(3-dodecanoyloxytetradecanoyl)glycyl]-L-serineYield 61.5%

Procedure

Starting from tert-butyl 3-dodecanoyloxytetradecanoate (165 mg) prepared by the method described in Preparation 3-(2) and N-glycyl-L-serine (162 mg), N-[N-(3-dodecanoyloxytetradecanoyl)glycyl]-L-serine (120 mg) was obtained as an amorphous powder according to similar manner to that of Example 1.

Workup

  1. customprepared by the method

Sources & evidence

ORD record
ord-2ff437e1cea54581913aae07660c0eae
Source dataset
uspto-grants-1984_03
Patent number
US04436726

Reaction notes

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