(S)-N-(2,2'-dihydroxy-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide

Base Information

Chemical Name:(S)-N-(2,2'-dihydroxy-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide
CAS No.:1571076-54-4
Molecular Formula:C₂₄H₂₅N₃O₅S
Molecular Weight:467.546
Hs Code.:

Synonyms:(S)-N-(2,2'-dihydroxy-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide

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Chemical Property of (S)-N-(2,2'-dihydroxy-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide

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Technology Process of (S)-N-(2,2'-dihydroxy-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide

There total 8 articles about (S)-N-(2,2'-dihydroxy-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 63.0%

: 1571076-53-3
(S)-N-(2,2'-bis(methoxymethoxy)-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide

: 1571076-54-4
(S)-N-(2,2'-dihydroxy-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; at 20 ℃; for 10h;
DOI:10.1055/s-0033-1339928

Reference yield:

: 34261-55-7
5,5'-dibromo-2,2'-dihydroxybiphenyl

: 1571076-54-4
(S)-N-(2,2'-dihydroxy-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: acetic acid; nitric acid / 10 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / 20 - 50 °C / Inert atmosphere

2.2: 8 h / 50 °C

3.1: 5%-palladium/activated carbon; hydrazine hydrate / ethanol / 6 h / Reflux; Inert atmosphere

4.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 14 h / 20 °C

5.1: pyridine / 10 h / 20 °C

6.1: palladium 10% on activated carbon; hydrogen / ethanol / 2 h / 760.05 Torr

7.1: toluene-4-sulfonic acid / tetrahydrofuran / 10 h / 20 °C

With pyridine; 5%-palladium/activated carbon; palladium 10% on activated carbon; hydrogen; nitric acid; sodium hydride; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1055/s-0033-1339928

Reference yield:

: 1571076-47-5
2,2'-bis(methoxymethoxy)-[1,1'-biphenyl]-3,3'-diamine

: 1571076-54-4
(S)-N-(2,2'-dihydroxy-3'-(4-methylphenylsulfonamido)-[1,1'-biphenyl]-3-yl)pyrrolidine-2-carboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 14 h / 20 °C

2: pyridine / 10 h / 20 °C

3: palladium 10% on activated carbon; hydrogen / ethanol / 2 h / 760.05 Torr

4: toluene-4-sulfonic acid / tetrahydrofuran / 10 h / 20 °C

With pyridine; palladium 10% on activated carbon; hydrogen; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1055/s-0033-1339928