Hept-6-en-1-ol → N-[(Hept-6-en-1-yloxy)carbonyl]-L-norleucine

Reaction equation

[CH2:1]([O:6][C:7]([NH:9][C@H:10]([C:15]([OH:17])=[O:16])[CH2:11][CH2:12][CH2:13][CH3:14])=[O:8])[CH2:2][CH2:3][CH:4]=[CH2:5].[CH2:18](O)[CH2:19]CCCC=C>>[CH2:1]([O:6][C:7]([NH:9][C@H:10]([C:15]([OH:17])=[O:16])[CH2:11][CH2:12][CH2:13][CH3:14])=[O:8])[CH2:2][CH2:3][CH2:4][CH2:5][CH:18]=[CH2:19]

Participants

Reactant 2

HCID 543123Hept-6-en-1-ol

HCID 45378373N-[(pent-4-en-1-yloxy)carbonyl]-norleucine

Product 1

HCID 59856466N-[(Hept-6-en-1-yloxy)carbonyl]-L-norleucine

Procedure

N-[(Hept-6-en-1-yloxy)carbonyl]-L-norleucine was prepared according to the procedure for N-[(pent-4-en-1-yloxy)carbonyl]-L-norleucine by using 6-heptenol instead of 4-pentenol. LRMS (ESI) m/z 272 [(M+H)+; calcd for C14H26NO4: 272].

Sources & evidence

ORD record: ord-7250f4100c214379a286b20366403340
Source dataset: uspto-grants-2012_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08216999B2

Reaction notes

Loading…