Isobutyl chloroformate → HCID 57870305, compound

HRID 1698317Notes

Reaction equation

HRID 1698317 reaction equation
Cl.C1C2C(COC([N:19]3[CH2:24][C@@H:23]([C:25](=[O:44])[N:26]([CH:41]4[CH2:43][CH2:42]4)[CH2:27][C:28]4[CH:33]=[CH:32][C:31]([CH3:34])=[C:30]([O:35][CH2:36][CH2:37][CH2:38][O:39][CH3:40])[CH:29]=4)[CH2:22][C@@H:21]([NH2:45])[CH2:20]3)=O)C3C(=CC=CC=3)C=2C=CC=1.Cl[C:47]([O:49][CH2:50][CH:51]([CH3:53])[CH3:52])=[O:48]>CC#N>[CH2:50]([O:49][C:47](=[O:48])[NH:45][C@@H:21]1[CH2:22][C@H:23]([C:25](=[O:44])[N:26]([CH:41]2[CH2:42][CH2:43]2)[CH2:27][C:28]2[CH:33]=[CH:32][C:31]([CH3:34])=[C:30]([O:35][CH2:36][CH2:37][CH2:38][O:39][CH3:40])[CH:29]=2)[CH2:24][NH:19][CH2:20]1)[CH:51]([CH3:53])[CH3:52]

Participants

4

Reactant 2

HCID 62365Isobutyl chloroformateHCID 131729670HCID 131729670, compound

Product 1

HCID 57870305HCID 57870305, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The title compound is prepared analogously as described in Example 61 using (3R*,5S*)-3-amino-5-{cyclopropyl-[3-(3-methoxy-propoxy)-4-methyl-benzyl]-carbamoyl}-piperidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester, hydrochloride (Example 98A.) and isobutyl chloroformate. MS: 476.6 [M+H]+; tR (HPLC, Nucleosil C18; 5-100% CH3CN+0.1% TFA/H2O+0.1% TFA for 8 min, flow 1.5 ml/min): 5.40 min.

Workup

  1. custom5.40 min.

Sources & evidence

ORD record
ord-46a4514e688742fab52bbc402499d3ee
Source dataset
uspto-grants-2012_04
Patent number
US08163773B2

Reaction notes

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