Methyl 3-aminopropanoate hydrochloride → (+/-)-3-({5-[1-(4'-Tert-butyl-2,6-dimethyl-biphenyl-4-ylsulfanyl)-ethyl]-thiophene-2-carbonyl}-amino)-propionic acid methyl ester

HRID 661008Notes

Reaction equation

HRID 661008 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[C:16]([CH3:17])=[CH:15][C:14]([SH:18])=[CH:13][C:12]=2[CH3:19])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].C(O[C:23]([C:25]1[S:26][C:27]([CH:30](O)[CH3:31])=[CH:28][CH:29]=1)=[O:24])C.Cl.[CH3:34][O:35][C:36](=[O:40])[CH2:37][CH2:38][NH2:39]>>[CH3:34][O:35][C:36](=[O:40])[CH2:37][CH2:38][NH:39][C:23]([C:25]1[S:26][C:27]([CH:30]([S:18][C:14]2[CH:13]=[C:12]([CH3:19])[C:11]([C:8]3[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:10][CH:9]=3)=[C:16]([CH3:17])[CH:15]=2)[CH3:31])=[CH:28][CH:29]=1)=[O:24]

Participants

4

Reactant 3

HCID 2734767Methyl 3-aminopropanoate hydrochlorideHCID 59355961Ethyl 5-(1-hydroxyethyl)thiophene-2-carboxylateHCID 593560484'-tert-Butyl-2,6-dimethyl-biphenyl-4-thiol

Product 1

HCID 59355959(+/-)-3-({5-[1-(4'-Tert-butyl-2,6-dimethyl-biphenyl-4-ylsulfanyl)-ethyl]-thiophene-2-carbonyl}-amino)-propionic acid methyl ester

Procedure

This compound is made by the general method as exemplified in Preparation 107 using 4′-tert-butyl-2,6-dimethyl-biphenyl-4-thiol and (±)-5-(1-hydroxy-ethyl)-thiophene-2-carboxylic acid ethyl ester in Step A and 3-amino-propionic acid methyl ester hydrochloride salt in Step C as the starting materials to provide (±)-3-({5-[1-(4′-tert-butyl-2,6-dimethyl-biphenyl-4-ylsulfanyl)-ethyl]-thiophene-2-carbonyl}-amino)-propionic acid methyl ester (0.279 g) as a white foam. MS (ES): 508.3 [M−H]−.

Sources & evidence

ORD record
ord-e7e92d75e805418b9382ee03f64ea169
Source dataset
uspto-grants-2011_12
Patent number
US08084489B2

Reaction notes

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