HCID 18326933, compound → HCID 53835936, compound

HRID 1609020Notes

Reaction equation

HRID 1609020 reaction equation
[C:1]([C:3]1[CH:30]=[CH:29][C:6]([C:7]([NH:9][C@@H:10]([CH2:27][OH:28])[CH2:11][C:12]2[CH:26]=[CH:25][C:15]([O:16][CH2:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])=[CH:14][CH:13]=2)=[O:8])=[CH:5][CH:4]=1)#[N:2].S.[N:32]1C=CC=CC=1.CI.CC(C)=O>O.CO>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([C:7]([NH:9][C@@H:10]([CH2:27][OH:28])[CH2:11][C:12]2[CH:26]=[CH:25][C:15]([O:16][CH2:17][C:18]([O:20][C:21]([CH3:22])([CH3:23])[CH3:24])=[O:19])=[CH:14][CH:13]=2)=[O:8])=[CH:29][CH:30]=1)(=[NH:32])[NH2:2]

Participants

5

Reactant 3

HCID 18326933HCID 18326933, compoundHCID 18424405HCID 18424405, compoundHCID 53905723HCID 53905723, compound

Product 1

HCID 53835936HCID 53835936, compound

Reagents, catalysts & solvents 1

HCID 22242641Methanol--water (1/1)Solvent

Procedure

3.14 g of t-butyl p-[(R)-2-(p-cyanobenzamido)-3-hydroxypropyl]phenoxyacetate were successively reacted with H2S/pyridine, CH3I/acetone and NH4OAc/methanol as described in Example 1. After chromatography on silica gel with water/methanol (100:0 1:1), 1.2 g of t-butyl p-[(R)-2-(p-amidinobenzamido)-3-hydroxypropyl]phenoxyacetate were obtained in the form of a white foam. MS: 428 (M+1).

Sources & evidence

ORD record
ord-03982210281d44bda5b415fd11643800
Source dataset
uspto-grants-1995_03
Patent number
US05399585

Reaction notes

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