3-(diethoxyphosphinyl)-N-(3-chloro-4-methoxyphenyl)-D-alanine tert-butyl ester

Base Information

• Chemical Name: 3-(diethoxyphosphinyl)-N-(3-chloro-4-methoxyphenyl)-D-alanine tert-butyl ester
• CAS No.: 642087-13-6
• Molecular Formula: C₂₀H₃₁ClNO₇P
• Molecular Weight: 463.895

Synonyms:3-(diethoxyphosphinyl)-N-(3-chloro-4-methoxyphenyl)-D-alanine tert-butyl ester

Chemical Property of 3-(diethoxyphosphinyl)-N-(3-chloro-4-methoxyphenyl)-D-alanine tert-butyl ester

Chemical Property:

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Technology Process of 3-(diethoxyphosphinyl)-N-(3-chloro-4-methoxyphenyl)-D-alanine tert-butyl ester

There total 3 articles about 3-(diethoxyphosphinyl)-N-(3-chloro-4-methoxyphenyl)-D-alanine tert-butyl 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:

2-[2-(diethoxy-phosphoryl)-acetylamino]-3-(4-methoxy-phenyl)-propionic acid tert-butyl ester (642087-19-2) → 3-(diethoxyphosphinyl)-N-(3-chloro-4-methoxyphenyl)-D-alanine tert-butyl ester (642087-13-6)

Guidance literature:

With Oxone; potassium chloride; In water; acetonitrile; at 23 ℃; for 5h;

DOI:10.1021/jo035077v

Reference yield:

diethylphosphonoacetic acid (3095-95-2) → 3-(diethoxyphosphinyl)-N-(3-chloro-4-methoxyphenyl)-D-alanine tert-butyl ester (642087-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / DCC / tetrahydrofuran / 1 h / 23 °C

2: KCl; oxone / acetonitrile; H₂O / 5 h / 23 °C

With Oxone; potassium chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/jo035077v

Reference yield:

(R)-tert-butyl 2-amino-3-(4-methoxyphenyl)propionate (281190-95-2) → 3-(diethoxyphosphinyl)-N-(3-chloro-4-methoxyphenyl)-D-alanine tert-butyl ester (642087-13-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / DCC / tetrahydrofuran / 1 h / 23 °C

2: KCl; oxone / acetonitrile; H₂O / 5 h / 23 °C

With Oxone; potassium chloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; acetonitrile;

DOI:10.1021/jo035077v

upstream raw materials:

2-[2-(diethoxy-phosphoryl)-acetylamino]-3-(4-methoxy-phenyl)-propionic acid tert-butyl ester

diethylphosphonoacetic acid

(R)-tert-butyl 2-amino-3-(4-methoxyphenyl)propionate

Downstream raw materials:

3-(3-chloro-4-methoxyphenyl)-(2R)-2-((5S,6R)-5-hydroxy-6-methyl-8-phenyl-octa-2(E),7(E)-dienoylamino)propionic acid tert-butyl ester

(2S)-2-(3-tert-butoxycarbonylamino-2,2-dimethyl-propionyloxy)-4-methyl-pentanoic acid (1S,2R,2E)-1-{3-[1-tert-butoxycarbonyl-(2R)-2-(3-chloro-4-methoxyphenyl)ethylcarbamoyl]allyl}-2-methyl-4-phenyl-but-(3E)-enyl ester

(S)-2-(3-Amino-2,2-dimethyl-propionyloxy)-4-methyl-pentanoic acid (E)-(1S,2R)-1-{(E)-3-[(R)-1-carboxy-2-(3-chloro-4-methoxy-phenyl)-ethylcarbamoyl]-allyl}-2-methyl-4-phenyl-but-3-enyl ester

cryptophycin 53

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