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S. No. Chemical Name CAS No. CAT No. Structure
1 (S)-N-(4-(((2R,5R)-5-((R)-Hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide
OR

Trans Vibegron
NA VBGN-1
2 (S)-N-(4-(((2R,5R)-5-((S)- Hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-oxo4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide
OR

Diasteromer I related Vibegron
NA VBGN-2
3 (S)-N-(4-(((2S,5R)-5-((S)- Hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-oxo4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide
OR

Diasteromer I related trans Vibegron
NA VBGN-3
4 (S)-N-(4-(((2S,5S)-5-((R)- Hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-oxo4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide
OR

Diasteromer II related Vibegron
NA VBGN-4
5 (S)-N-(4-(((2S,5S)-5-((S)- Hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-oxo4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide
OR

Diasteromer II related trans Vibegron
NA VBGN-5
6 (S)-N-(4-(((2R,5S)-5-((R)-hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide NA VBGN-6
7 (1S,2S)-2-Amino-6-(4-nitrophenyl)-1-phenylhex-5- yn-1-ol Hydrochloride
OR

Undesired Enantiomer
NA VBGN-7
8 (1S,2R)-2-Amino-6-(4-nitrophenyl)-1-phenylhex-5- yn-1-ol Hydrochloride
OR

Undesired Diasteromer
OR

Diastereomer-2
NA VBGN-8
9 (1R,2S)-2-Amino-6-(4-nitrophenyl)-1-phenylhex-5- yn-1-ol Hydrochloride
OR

Undesired Diasteromer
OR

Diastereomer-2
NA VBGN-9
10 (1R,2R)-2-amino-6-(4-nitrophenyl)-1-phenylhex-5-yn-1-ol hydrochloride

OR

Vibegron intermediate 1 STD
1628836-08-7 VBGN-10
11 (R)-N-(4-(((2S,5R)-5-((R)-hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide

OR

(R)-Vibegron
OR

(R)-PYA coupled Vibegron
NA VBGN-10
12 (R)-((2R,5S)-5-(4-aminobenzyl)pyrrolidin-2-yl)(phenyl)methanol
OR

Vibegron Impurity B
OR

Racemic Cis Pyrrolidinol RRS & SSR
1295539-30-8 VBGN-11
13 (R)-((2R,5R)-5-(4-aminobenzyl)pyrrolidin-2-yl)(phenyl)methanol
OR

Racemic Trans Pyrrolidinol RRR & SSS
1426235-11-1 VBGN-12
14 methyl 2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-phenylpropanoate 439612-08-5 VBGN-13
15 methyl (2S,3S)-2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-phenylpropanoate 136620-82-1 VBGN-14
16 methyl (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-phenylpropanoate 136620-75-2 VBGN-15
17 (S)-N-(4-(((2R,5S)-5-((R)-hydroxy(phenyl)methyl)-1-nitrosopyrrolidin-2-yl)methyl)phenyl)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide
OR

Vibegron Nitroso Impurity
NA VBGN-16
18 (R)-((R)-5-(4-nitrobenzyl)-3,4-dihydro-2H-pyrrol-2-yl)(phenyl)methanol 1628836-09-8 VBGN-18
19 tert-butyl (1-cyanopent-4-yn-1-yl)carbamate 1628836-07-6 VBGN-19
20 tert-butyl (R)-(1-oxo-1-phenylhex-5-yn-2-yl)carbamate 1538628-99-7 VBGN-20
21 tert-butyl ((1R,2R)-1-hydroxy-1-phenylhex-5-yn-2-yl)carbamate 1437235-52-3 VBGN-21
22 sodium (R)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylate

R- PYA (undesired enantiomer)
NA VBGN-22
23 sodium (R)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylate

Vibegron intermediate 2 STD
1421271-01-3 VBGN-23
24 (S)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylic acid 1190392-22-3
25 (6S)-N-(4-(hydroxy((2S,5R)-5-((R)-hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide NA VBGN-24
26 (R)-N-(4-(((2R,5S)-5-((S)-hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxamide NA VBGN-25
27 2-amino-6-(4-nitrophenyl)-1-phenylhex-5-yn-1-one hydrochloride NA VBGN-26
28 (1R,2R,11S,12S)-2,11-diamino-1,12-diphenyldodeca-5,7-diyne-1,12-diol dihydrochloride NA VBGN-27
29 sodium 4-oxo-4,6,7,8-tetrahydropyrrolo[1,2-a]pyrimidine-6-carboxylate
OR

Racemic PYA
NA VBGN-28
30 di-tert-butyl ((1R,2R,11S,12S)-1,12-dihydroxy-1,12-diphenyldodeca-5,7-diyne-2,11-diyl)dicarbamate
OR

HOMO coupling product in sonaghasira coupling
NA VBGN-29
31 (R)-((2R,5S)-5-(4-nitrobenzyl)pyrrolidin-2-yl)(phenyl)methanol
OR

Cis nitro pyrrolidinol
NA VBGN-30
32 (R)-((2R,5R)-5-(4-nitrobenzyl)pyrrolidin-2-yl)(phenyl)methanol
OR

Trans Nitro Pyrrolidinol
NA VBGN-31
33 tert-butyl (1-hydroxy-1-phenylhex-5-yn-2-yl)carbamate
OR

Racemic Undesired Diastereomer
NA VBGN-32
34 Desired Diastereomer Racemic NA VBGN-33
35 Diastereomeric mixture NA VBGN-34
36 Apixaban Impurity
OR

Apixaban chloro impurity-open chain
1449510-64-8 APBN-1-1
37 6-(4-(5-bromopentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
OR

Apixaban bromo impurity-open chain
NA APBN-1-2
38 6-(4-(5-bromopentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide
OR

Apixaban chloro impurity-open chain
NA APBN-1-3
39 methyl 6-(4-(5-chloropentanamido)phenyl)-1-(4-methoxyphenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate NA APBN-1-4
40 Mirabegron impurity 391901-45-4 MBGN-1-1
41 Mirabegron impurity 1684453-05-1 MBGN-1-2
42 Mirabegron impurity 1365244-63-8 MBGN-1-3
43 Mirabegron impurity 1884645-79-7 MBGN-1-4
44 Mirabegron impurity 1796931-48-0 MBGN-1-5

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