2-Chloro-L-phenylalanine → HCID 50992446, compound

HRID 1186102Notes

Reaction equation

HRID 1186102 reaction equation
[Cl:1][C:2]1[CH:32]=[CH:31][C:5]2[NH:6][C:7](=[O:30])[C@H:8]([CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[Cl:29])[N:9]=[C:10]([C:11]3[CH:21]=[CH:20][C:14]4[NH:15][C:16](=[O:19])[N:17]([CH3:18])[C:13]=4[CH:12]=3)[C:4]=2[CH:3]=1.ClC1C=CC=CC=1C[C@@H](C(O)=O)N>C(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:32]=[CH:31][C:5]2[NH:6][C:7](=[O:30])[C@@H:8]([CH2:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[Cl:29])[N:9]=[C:10]([C:11]3[CH:21]=[CH:20][C:14]4[NH:15][C:16](=[O:19])[N:17]([CH3:18])[C:13]=4[CH:12]=3)[C:4]=2[CH:3]=1

Participants

4

Reactant 2

HCID 27614912-Chloro-L-phenylalanineHCID 51030426HCID 51030426, compound

Product 1

HCID 50992446HCID 50992446, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The following compounds were prepared based on the above general procedures: For example, compound (S)-7-chloro-3-(2-chlorobenzyl)-5-(3-methyl-2-oxo-2,3-dihydro-1H-benzo[d]imidazol-5-yl)-1H-benzo[e][1,4]diazepin-2(3H)-one (IV-2) was prepared by using (S)-2-chlorophenylalanine in place of (R)-2-chlorophenylalanineL Optical rotation data: C=1.0 (CHCl3), [α]D=−62°; MS (m/z): 465.1, 467.1; 1H NMR (d6-DMSO) δ 11.08 (s, 1H), 10.75 (s, 1H), 7.63 (m, 1H), 7.53 (m, 1H), 7.40 (m, 1H), 7.33-7.23 (m, 4H), 7.13 (m, 1H), 6.96 (m, 1H), 6.89 (m, 1H) 3.76 (m, 1H), 3.56-3.42 (m, 2H), 3.26 (s, 1H);

Workup

  1. customThe following compounds were prepared

Sources & evidence

ORD record
ord-937ff9655d894452ac8474439546964a
Source dataset
uspto-grants-2014_03
Patent number
US08673897B2

Reaction notes

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