3-Isopropoxypropylamine → HCID 70159357, compound

HRID 2188435Notes

Reaction equation

[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:34][C:35]1[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=1)[C:10]([NH:12][C@@H:13]([CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]([O:28]C)=[O:27])=[C:20]([C:30]([O:32]C)=[O:31])[CH:19]=1)[C:14]([OH:16])=O)=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH:41]([O:44][CH2:45][CH2:46][CH2:47][NH2:48])([CH3:43])[CH3:42]>>[C:1]([O:5][C:6]([NH:8][C@@H:9]([CH2:34][C:35]1[CH:36]=[CH:37][CH:38]=[CH:39][CH:40]=1)[C:10]([NH:12][C@H:13]([C:14]([NH:48][CH2:47][CH2:46][CH2:45][O:44][CH:41]([CH3:43])[CH3:42])=[O:16])[CH2:17][C:18]1[CH:23]=[CH:22][C:21]([O:24][CH2:25][C:26]([OH:28])=[O:27])=[C:20]([CH:19]=1)[C:30]([OH:32])=[O:31])=[O:11])=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

Reactant 2

HCID 761943-Isopropoxypropylamine

HCID 57019224(2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-[3-(methoxycarbonyl)-4-(2-methoxy-2-oxoethoxy)phenyl]propanoic acid

Product 1

HCID 70159357HCID 70159357, compound

Procedure

Synthesis was performed from (2S)-2-({(2S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropanoyl}amino)-3-[3-(methoxycarbonyl)-4-(2-methoxy-2-oxoethoxy)phenyl]propanoic acid and 3-isopropoxypropylamine (34 mg) according to Method B to give the title compound (34 mg). 1H-NMR (400 MHz, CD3OD) d 7.76 (s, 1H), 7.40 (d, J=8.3 Hz, 1H), 7.28-7.17 (m, 5H), 7.03 (d, J=8.6 Hz, 1H), 4.80 (s, 2H), 4.50 (m, 1H), 4.24 (dd, J=5.1 Hz, J=9.3 Hz, 1H), 3.54 (t, J=6.1 Hz, 1H), 3.35 (m, 2H), 3.23 (m, 1H), 3.14 (m, 1H), 3.08-2.91 (m, 3H), 2.75 (dd, J=9.6 Hz, J=13.5 Hz, 1H), 1.63 (m, 2H), 1.35 (s, 9H), 1.12 (dd, J=2.0 Hz, J=6.1 Hz); IR (KBr) cm−1; HRMS m/z 629.2946 (calc. of monoisotopic mass for C32H43N3O10 gives 629.2948).

Workup

customSynthesis

Sources & evidence

ORD record: ord-da970f27945046b991e637b67d2394d4
Source dataset: uspto-grants-2002_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06410585B1

Reaction notes

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