1,1'-Carbonyldiimidazole → HCID 118379530, compound

HRID 708444Notes

Reaction equation

HRID 708444 reaction equation
[C:1]([O:5][C:6]([NH:8][C:9]1[S:10][CH:11]=[C:12](/[C:14](=[N:38]/[O:39][C:40]([CH3:49])([CH3:48])[C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])/[C:15]([NH:17][C@@H:18]2[C:21](=[O:22])[NH:20][C@@H:19]2[CH2:23][NH:24][CH2:25][CH2:26][NH:27][CH2:28][CH2:29][NH:30][C:31](=[O:37])[O:32][C:33]([CH3:36])([CH3:35])[CH3:34])=[O:16])[N:13]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1N=CN([C:55](N2C=NC=C2)=[O:56])C=1>C(Cl)(Cl)Cl>[C:33]([O:32][C:31]([NH:30][CH2:29][CH2:28][N:27]1[CH2:26][CH2:25][N:24]([CH2:23][C@@H:19]2[C@H:18]([NH:17][C:15](=[O:16])/[C:14](=[N:38]\[O:39][C:40]([CH3:49])([CH3:48])[C:41]([O:43][C:44]([CH3:47])([CH3:46])[CH3:45])=[O:42])/[C:12]3[N:13]=[C:9]([NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])[S:10][CH:11]=3)[C:21](=[O:22])[NH:20]2)[C:55]1=[O:56])=[O:37])([CH3:35])([CH3:36])[CH3:34]

Participants

4

Reactant 2

HCID 682631,1'-CarbonyldiimidazoleHCID 118379312HCID 118379312, compound

Product 1

HCID 118379530HCID 118379530, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Prepared in analogous manner to example 3 step 3, using tert-butyl 2-(((Z)-(1-(2-((tert-butoxycarbonyl)amino)thiazol-4-yl)-2-(((2R,3S)-2-(11,11-dimethyl-9-oxo-10-oxa-2,5,8-triazadodecyl)-4-oxoazetidin-3-yl)amino)-2-oxoethylidene)amino)oxy)-2-methylpropanoate (135 mg, 0.189 mmol), CDI (46.1 mg, 0.284 mmol), TEA (132 μl, 0.947 mmol) and chloroform (1.9 mL). The crude residue was used as such in the following step. LC/MS: R=1.02 min, m/z=739.4 (M+1) Method 2m_acidic.

Workup

  1. customPrepared in analogous manner to example 3 step 3
  2. customR=1.02 min, m/z=739.4 (M+1) Method

Sources & evidence

ORD record
ord-b9e4944a80d942aa87c4d2f518005001
Source dataset
uspto-grants-2015_11
Patent number
US09174978B2

Reaction notes

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