2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetic acid

Base Information

Chemical Name:2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetic acid
CAS No.:1308280-10-5
Molecular Formula:C₂₄H₂₅ClO₃S
Molecular Weight:428.98
Hs Code.:

Synonyms:2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetic acid

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Chemical Property of 2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetic acid

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Technology Process of 2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetic acid

There total 7 articles about 2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetic acid 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: 61.0%

: 1308280-04-7
ethyl 2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetate

: 1308280-10-5
2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetic acid

Guidance literature:: With lithium hydroxide monohydrate; water; In tetrahydrofuran; methanol; at 20 ℃; for 6h; Inert atmosphere;
DOI:10.1021/jm200051z

Reference yield:

: 21402-26-6
4-bromo-3-chloroaniline

: 1308280-10-5
2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetic acid

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogenchloride; sodium nitrite / water / -5 - 0 °C

2: water / 75 °C

3: potassium hydroxide / ethanol / 17 h / Reflux; Inert atmosphere

4: potassium carbonate / acetone / 18 h / Reflux; Inert atmosphere

5: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / N,N-dimethyl-formamide / 6 h / Inert atmosphere; Reflux

6: boron tribromide / dichloromethane / -78 °C / Inert atmosphere

7: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 6 h / 20 °C / Inert atmosphere

With hydrogenchloride; potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; water; boron tribromide; potassium carbonate; potassium hydroxide; sodium nitrite; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; 5: Suzuki coupling;
DOI:10.1021/jm200051z

Reference yield:

: 1308279-98-2
ethyl 2-[3'-(1-adamantyl)-4'-benzyloxy-2-chloro-1,1'-biphenyl-4-ylthio]acetate

: 1308280-10-5
2-[3'-(1-adamantyl)-2-chloro-4'-hydroxy-1,1'-biphenyl-4-ylthio]acetic acid

Guidance literature:: Multi-step reaction with 2 steps

1: boron tribromide / dichloromethane / -78 °C / Inert atmosphere

2: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 6 h / 20 °C / Inert atmosphere

With lithium hydroxide monohydrate; water; boron tribromide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jm200051z