3-[bis-(3,5-dimethyl-phenyl)-phosphanyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

Base Information

• Chemical Name: 3-[bis-(3,5-dimethyl-phenyl)-phosphanyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester
• CAS No.: 354798-38-2
• Molecular Formula: C₂₅H₃₄NO₄P
• Molecular Weight: 443.523

Synonyms:3-[bis-(3,5-dimethyl-phenyl)-phosphanyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

Chemical Property of 3-[bis-(3,5-dimethyl-phenyl)-phosphanyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

Chemical Property:

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Technology Process of 3-[bis-(3,5-dimethyl-phenyl)-phosphanyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

There total 1 articles about 3-[bis-(3,5-dimethyl-phenyl)-phosphanyl]-2-tert-butoxycarbonylamino-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:

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4) + bis-(3,5-dimethylphenyl)chlorophosphine (74289-57-9) → 3-[bis-(3,5-dimethyl-phenyl)-phosphanyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (354798-38-2)

Guidance literature:

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester; With chloro-trimethyl-silane; N,N-dimethyl-formamide; zinc; ethylene dibromide; In tetrahydrofuran; at 20 ℃;

With zinc(II) iodide; In tetrahydrofuran; at 0 ℃; for 0.25h;

bis-(3,5-dimethylphenyl)chlorophosphine; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/ol035097j

Reference yield:

3-[bis-(3,5-dimethyl-phenyl)-phosphanyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (354798-38-2) → 3-[bis-(3,5-dimethyl-phenyl)-phosphinothioyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (600709-30-6)

Guidance literature:

With sulfur; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1021/ol035097j

Reference yield:

3-[bis-(3,5-dimethyl-phenyl)-phosphanyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester (354798-38-2) → (R)-2-Amino-3-[bis-(3,5-dimethyl-phenyl)-phosphinothioyl]-propionic acid

Guidance literature:

Multi-step reaction with 3 steps

1: S₈ / tetrahydrofuran / 15 h / 20 °C

2: LiOH / tetrahydrofuran; H₂O / 0 °C

3: trifluoroacetic acid / CH₂Cl₂

With sulfur; lithium hydroxide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ol035097j

upstream raw materials:

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester

bis-(3,5-dimethylphenyl)chlorophosphine

Downstream raw materials:

3-[bis-(3,5-dimethyl-phenyl)-phosphinothioyl]-2-tert-butoxycarbonylamino-propionic acid methyl ester

3-[bis-(3,5-dimethyl-phenyl)-phosphinothioyl]-2-tert-butoxycarbonylamino-propionic acid

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