(S)-2-Benzyloxycarbonylamino-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-propionic acid benzyl ester

Base Information

Chemical Name:(S)-2-Benzyloxycarbonylamino-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-propionic acid benzyl ester
CAS No.:866115-03-9
Molecular Formula:C₂₉H₃₂BNO₆
Molecular Weight:501.387
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-propionic acid benzyl ester

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Chemical Property of (S)-2-Benzyloxycarbonylamino-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-propionic acid benzyl ester

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-propionic acid benzyl ester

There total 4 articles about (S)-2-Benzyloxycarbonylamino-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-propionic acid benzyl 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: 92.0%

: 257628-00-5
N-benzyloxycarbonyl-4-iodo-L-phenylalanine benzyl ester

: 201733-56-4
2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)-5,5-dimethyl-1,3,2-dioxaborinane

: 866115-03-9
(S)-2-Benzyloxycarbonylamino-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-propionic acid benzyl ester

Guidance literature:: With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; In dimethyl sulfoxide; at 80 ℃; for 4.5h;
DOI:10.1021/jo051076m

Reference yield:

: 1991-81-7,14173-41-2,24250-85-9,62561-75-5
4-iodo-L-phenylalanine

: 866115-03-9
(S)-2-Benzyloxycarbonylamino-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. K₂CO₃ / toluene / 6 h / 20 °C

2.1: potassium carbonate; tetrabutylammonium iodide / acetone / 0.5 h / 20 °C

2.2: 2.86 g / acetone / 2 h / Heating

3.1: 92 percent / Pd(dppf)Cl₂*CH₂Cl₂; KOAc / dimethylsulfoxide / 4.5 h / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; In dimethyl sulfoxide; acetone; toluene;
DOI:10.1021/jo051076m

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 866115-03-9
(S)-2-Benzyloxycarbonylamino-3-[4-(5,5-dimethyl-[1,3,2]dioxaborinan-2-yl)-phenyl]-propionic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: aq. K₂CO₃ / toluene / 6 h / 20 °C

2.1: potassium carbonate; tetrabutylammonium iodide / acetone / 0.5 h / 20 °C

2.2: 2.86 g / acetone / 2 h / Heating

3.1: 92 percent / Pd(dppf)Cl₂*CH₂Cl₂; KOAc / dimethylsulfoxide / 4.5 h / 80 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; potassium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; In dimethyl sulfoxide; acetone; toluene;
DOI:10.1021/jo051076m