(3S)-2-Oxo-3-tert-butoxycarbonylamino-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid methyl ester → 2-tert-Butoxycarbonylamino-3-(3-aminopyridin-2-ylamino)-propionic acid

HRID 363876Notes

Reaction equation

HRID 363876 reaction equation
[CH:1]1([NH:7]C2CCCCC2)[CH2:6][CH2:5][CH2:4]CC1.C(O[C:22]([NH:24][CH2:25][CH:26]([NH:30][C:31]([O:33][C:34]([CH3:37])([CH3:36])[CH3:35])=[O:32])[C:27]([OH:29])=[O:28])=O)C1C=CC=CC=1.COC(=O)C[N:42]1C2C=CC=CC=2NC[C@H](NC(OC(C)(C)C)=O)C1=O>>[C:34]([O:33][C:31]([NH:30][CH:26]([CH2:25][NH:24][C:22]1[C:4]([NH2:42])=[CH:5][CH:6]=[CH:1][N:7]=1)[C:27]([OH:29])=[O:28])=[O:32])([CH3:35])([CH3:36])[CH3:37]

Participants

3

Reactant 2

HCID 54305289(3S)-2-Oxo-3-tert-butoxycarbonylamino-2,3,4,5-tetrahydro-1H-1,5-benzodiazepine-1-acetic acid methyl esterHCID 70179098Dicyclohexylamine 3-(((benzyloxy)carbonyl)amino)-2-((tert-butoxycarbonyl)amino)propanoate

Product 1

HCID 184658332-tert-Butoxycarbonylamino-3-(3-aminopyridin-2-ylamino)-propionic acid

Procedure

(2S) 2-tert-Butoxycarbonylamino-3-(3-aminopyridin-2-ylamino)propionic acid was prepared by a similar method to (2S) 2-tert-Butoxycarbonylamino-3-(2-aminophenylamino)-propionic acid in Step B of the synthesis of 600a to give 3.68 g (quant.) as a dark solid.

Workup

  1. customto give 3.68 g (quant.) as a dark solid

Sources & evidence

ORD record
ord-a2f66b69d4c249b99fea9fa06f1e849a
Source dataset
uspto-grants-1999_02
Patent number
US05874424

Reaction notes

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