L-(+)-Cysteine → HCID 53748277, compound

HRID 979256Notes

Reaction equation

[NH2:1][C@H:2]([C:5]([OH:7])=[O:6])[CH2:3][SH:4].[C:8](Cl)([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:9]>>[NH:1]([C:8]([CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[O:9])[C@H:2]([C:5]([OH:7])=[O:6])[CH2:3][SH:4]

Participants

Reactant 2

HCID 5862L-(+)-Cysteine

HCID 66982Decanoyl chloride

Product 1

HCID 53748277HCID 53748277, compound

Procedure

20 g of L-cysteine (0.1652 mol) are reacted with 28.2 g (0.1487 mol) of capric acid chloride analogously to Stage 6.1 to form decanoyl-Cys; m.p. 57°-58°, Rf =0.21 (CHCl3 :methanol=85:15), [α]D20 =-15° (c=0.814, CHCl3 :MeOH=1:1).

Sources & evidence

ORD record: ord-c7b83617963c464e90475c837994967b
Source dataset: uspto-grants-1987_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04666886

Reaction notes

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