(1R)-1-(2-thiophene-2-yl-acetylamino)-2-(3-carboxyphenyl)ethyl-1-boronic acid

Base Information

Chemical Name:(1R)-1-(2-thiophene-2-yl-acetylamino)-2-(3-carboxyphenyl)ethyl-1-boronic acid
CAS No.:1154426-00-2
Molecular Formula:C₁₅H₁₆BNO₅S
Molecular Weight:333.173
Hs Code.:

Synonyms:(1R)-1-(2-thiophene-2-yl-acetylamino)-2-(3-carboxyphenyl)ethyl-1-boronic acid

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Chemical Property of (1R)-1-(2-thiophene-2-yl-acetylamino)-2-(3-carboxyphenyl)ethyl-1-boronic acid

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Technology Process of (1R)-1-(2-thiophene-2-yl-acetylamino)-2-(3-carboxyphenyl)ethyl-1-boronic acid

There total 5 articles about (1R)-1-(2-thiophene-2-yl-acetylamino)-2-(3-carboxyphenyl)ethyl-1-boronic 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: 70.0%

: 1429253-81-5
C₂₅H₃₀BNO₅S

: 1154426-00-2
(1R)-1-(2-thiophene-2-yl-acetylamino)-2-(3-carboxyphenyl)ethyl-1-boronic acid

Guidance literature:: With hydrogenchloride; phenylboronic acid; In hexane; water; acetonitrile; for 0.5h; Inert atmosphere;
DOI:10.1021/jm301490d

Reference yield: 47.0%

: 1154427-25-4
(+)-pinanediol (1R)-2-[3-(tert-butoxycarbonyl)phenyl]-1-(2-thienylacetylamino)ethaneboronate

: 1154426-00-2
(1R)-1-(2-thiophene-2-yl-acetylamino)-2-(3-carboxyphenyl)ethyl-1-boronic acid

Guidance literature:: With hydrogenchloride; water; In 1,4-dioxane; at 100 ℃; for 0.916667h;

Reference yield:

: 69038-74-0
tert-butyl 3-bromobenzoate

: 1154426-00-2
(1R)-1-(2-thiophene-2-yl-acetylamino)-2-(3-carboxyphenyl)ethyl-1-boronic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -100 °C / Inert atmosphere

1.2: Inert atmosphere

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -100 °C / Inert atmosphere

2.2: -100 °C / Inert atmosphere

3.1: tetrahydrofuran / -78 °C / Inert atmosphere

4.1: Thiophene-2-acetic acid / tetrahydrofuran / -78 °C / Inert atmosphere

5.1: methoxybenzene; trifluoroacetic acid / dichloromethane / 2 h / Inert atmosphere

5.2: Inert atmosphere

With Thiophene-2-acetic acid; n-butyllithium; methoxybenzene; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1002/pro.612