4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-nicotinic acid

Base Information

• Chemical Name: 4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-nicotinic acid
• CAS No.: 144344-66-1
• Molecular Formula: C₃₁H₂₈NO₅P
• Molecular Weight: 525.541

Synonyms:4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-nicotinic acid

Chemical Property of 4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-nicotinic acid

Chemical Property:

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Technology Process of 4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-nicotinic acid

There total 3 articles about 4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-nicotinic 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: 86.0%

cinchomeronic anhydride (4664-08-8) + (tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) → 4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ5-phosphanylidene)-acetyl]-nicotinic acid (144344-66-1)

Guidance literature:

In tetrahydrofuran; benzene; at 20 ℃; for 6h;

DOI:10.1016/S0040-4020(01)88248-X

Reference yield:

tert-Butyl chloroacetate (107-59-5) → 4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ5-phosphanylidene)-acetyl]-nicotinic acid (144344-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) aq. NaOH / 1.) benzene, reflux, 48 h, 2.) water, 5 deg C, 6 min

2: 86 percent / benzene; tetrahydrofuran / 6 h / 20 °C

With sodium hydroxide; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4020(01)88248-X

Reference yield:

triphenylphosphine (603-35-0) → 4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ5-phosphanylidene)-acetyl]-nicotinic acid (144344-66-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) aq. NaOH / 1.) benzene, reflux, 48 h, 2.) water, 5 deg C, 6 min

2: 86 percent / benzene; tetrahydrofuran / 6 h / 20 °C

With sodium hydroxide; In tetrahydrofuran; benzene;

DOI:10.1016/S0040-4020(01)88248-X

upstream raw materials:

cinchomeronic anhydride

(tert-Butoxycarbonylmethylene)triphenylphosphorane

tert-Butyl chloroacetate

triphenylphosphine

Downstream raw materials:

4-[2-tert-Butoxycarbonyl-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-nicotinic acid methyl ester

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