(S)-2-Benzyloxycarbonylamino-3-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid

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Chemical Name:(S)-2-Benzyloxycarbonylamino-3-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid
CAS No.:612484-59-0
Molecular Formula:C₂₄H₃₀BNO₇
Molecular Weight:455.316
Hs Code.:

Synonyms:(S)-2-Benzyloxycarbonylamino-3-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid

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Chemical Property of (S)-2-Benzyloxycarbonylamino-3-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid

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Technology Process of (S)-2-Benzyloxycarbonylamino-3-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid

There total 5 articles about (S)-2-Benzyloxycarbonylamino-3-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic 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: 94.0%

: 353520-75-9
(S)-N-benzyloxycarbonyl-3-(4-methoxy-3-(4,4,5,5-tetramethyl[1,3,2]dioxaborolan-2-yl)phenyl)alanine methyl ester

: 612484-59-0
(S)-2-Benzyloxycarbonylamino-3-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; at 20 ℃; for 16h;
DOI:10.1021/ol035178f

Reference yield:

: 70-78-0
3-Iodo-L-tyrosine

: 612484-59-0
(S)-2-Benzyloxycarbonylamino-3-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 5 steps

1: SOCl₂

2: NaHCO₃ / dioxane; H₂O

3: K₂CO₃ / acetone

4: 89 percent / KOAc; [Pd(dppf)Cl₂]*CH₂Cl₂ / dimethylsulfoxide / 18 h / 80 °C

5: 94 percent / aq. LiOH / tetrahydrofuran / 16 h / 20 °C

With lithium hydroxide; thionyl chloride; [1,1'-bis(diphenylphosphino)-ferrocene]palladium(II) chloride-dichlormethane complex; potassium acetate; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; 1,4-dioxane; water; dimethyl sulfoxide; acetone;
DOI:10.1021/ol035178f

Reference yield:

: 79677-60-4
(S)-N-benzyloxycarbonyl-3-(4-hydroxy-3-iodophenyl)alanine methyl ester

: 612484-59-0
(S)-2-Benzyloxycarbonylamino-3-[4-methoxy-3-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-propionic acid

Guidance literature:: Multi-step reaction with 3 steps

1: K₂CO₃ / acetone

2: 89 percent / KOAc; [Pd(dppf)Cl₂]*CH₂Cl₂ / dimethylsulfoxide / 18 h / 80 °C

3: 94 percent / aq. LiOH / tetrahydrofuran / 16 h / 20 °C

With lithium hydroxide; [1,1'-bis(diphenylphosphino)-ferrocene]palladium(II) chloride-dichlormethane complex; potassium acetate; potassium carbonate; In tetrahydrofuran; dimethyl sulfoxide; acetone;
DOI:10.1021/ol035178f