(2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-acetic acid

Base Information

Chemical Name:(2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-acetic acid
CAS No.:391641-12-6
Molecular Formula:C₁₅H₂₂NO₅P
Molecular Weight:327.317
Hs Code.:

Synonyms:(2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-acetic acid

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Chemical Property of (2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-acetic acid

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Technology Process of (2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-acetic acid

There total 7 articles about (2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-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: 91.0%

: 391640-41-8
methyl (2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-acetate

: 391641-12-6
(2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-acetic acid

Guidance literature:: With sodium hydroxide; In methanol; water; at 20 ℃;
DOI:10.1016/j.bmc.2003.09.015

Reference yield:

D-Valine methyl ester hydrochloride: 7146-15-8
D-Valine methyl ester hydrochloride

: 391641-12-6
(2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-acetic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: 61 percent / NaBH₃CN / methanol / 20 °C

2.1: 69 percent / N,N-diisopropylethylamine / dimethylsulfoxide / 40 °C

3.1: 9-BBN / tetrahydrofuran / 4.5 h / 20 °C

3.2: 17.1 g / NaOH; H₂O₂ / H₂O / 1.5 h / 0 °C

4.1: 68 percent / H₂ / Pd/C / ethanol / 2.5 h

5.1: 30 percent / NMM / CH₂Cl₂ / 0 - 20 °C

6.1: 91 percent / NaOH / methanol; H₂O / 20 °C

With 4-methyl-morpholine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; sodium cyanoborohydride; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2003.09.015

Reference yield:

: 210917-86-5
N-benzyl-D-valine methyl ester

: 391641-12-6
(2R,αR)-2-(4-methoxyphenyl)-α-(1-methylethyl)-2-oxo-1,3,2-oxazaphosphorinane-3-acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 69 percent / N,N-diisopropylethylamine / dimethylsulfoxide / 40 °C

2.1: 9-BBN / tetrahydrofuran / 4.5 h / 20 °C

2.2: 17.1 g / NaOH; H₂O₂ / H₂O / 1.5 h / 0 °C

3.1: 68 percent / H₂ / Pd/C / ethanol / 2.5 h

4.1: 30 percent / NMM / CH₂Cl₂ / 0 - 20 °C

5.1: 91 percent / NaOH / methanol; H₂O / 20 °C

With 4-methyl-morpholine; sodium hydroxide; 9-borabicyclo[3.3.1]nonane dimer; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; dimethyl sulfoxide;
DOI:10.1016/j.bmc.2003.09.015