(S)-2-Amino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

Base Information

Chemical Name:(S)-2-Amino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester
CAS No.:861099-82-3
Molecular Formula:C₁₉H₃₀BNO₅
Molecular Weight:363.262
Hs Code.:

Synonyms:(S)-2-Amino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

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Chemical Property of (S)-2-Amino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

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Technology Process of (S)-2-Amino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

There total 7 articles about (S)-2-Amino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester 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: 100.0%

: 861099-87-8
2-tert-butoxycarbonylamino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

: 861099-82-3
(S)-2-Amino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 20 ℃;
DOI:10.1021/ol050949w

Reference yield:

: 2-isopropyloxy-5-iodo-benzyl bromide

: 861099-82-3
(S)-2-Amino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / CsOH; O-⁽⁹⁾-allyl-N-(9'-anthracenylmethyl)cinchonidinium bromide / CH₂Cl₂; H₂O / -50 °C

2: 61 percent / aq. citric acid / tetrahydrofuran / 20 °C

3: 100 percent / aq. HCl / CHCl₃ / 20 °C

4: 77 percent / AcBr / 0 °C

5: 95 percent / K₂CO₃ / dioxane; H₂O

6: 90 percent / KOAc / PdCl₂(dppf) / dimethylsulfoxide / 85 °C

7: 100 percent / TFA / CH₂Cl₂ / 20 °C

With hydrogenchloride; cesium hydroxide; Acetyl bromide; potassium acetate; potassium carbonate; trifluoroacetic acid; citric acid; (2S,4S,5R)-1-(anthracen-9-ylmethyl)-5-ethenyl-2-[(R)-(prop-2-en-1-yloxy)(quinolin-4-yl)methyl]-1-azabicyclo[2.2.2]octan-1-ium bromide; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In tetrahydrofuran; 1,4-dioxane; dichloromethane; chloroform; water; dimethyl sulfoxide;
DOI:10.1021/ol050949w

Reference yield:

: (S)-2-Amino-3-(5-iodo-2-isopropoxy-phenyl)-propionic acid methyl ester

: 861099-82-3
(S)-2-Amino-3-[2-isopropoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 95 percent / K₂CO₃ / dioxane; H₂O

2: 90 percent / KOAc / PdCl₂(dppf) / dimethylsulfoxide / 85 °C

3: 100 percent / TFA / CH₂Cl₂ / 20 °C

With potassium acetate; potassium carbonate; trifluoroacetic acid; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1021/ol050949w