{(S)-1-[2-Cyano-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-pentyl}-carbamic acid (R)-1-[5-(4-fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propyl ester

Base Information

• Chemical Name: {(S)-1-[2-Cyano-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-pentyl}-carbamic acid (R)-1-[5-(4-fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propyl ester
• CAS No.: 497947-19-0
• Molecular Formula: C₄₁H₄₂FN₄O₄P
• Molecular Weight: 704.781

Synonyms:

Chemical Property of {(S)-1-[2-Cyano-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-pentyl}-carbamic acid (R)-1-[5-(4-fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {(S)-1-[2-Cyano-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-pentyl}-carbamic acid (R)-1-[5-(4-fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propyl ester

There total 5 articles about {(S)-1-[2-Cyano-2-(triphenyl-λ⁵-phosphanylidene)-acetyl]-pentyl}-carbamic acid (R)-1-[5-(4-fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propyl 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:

(R)-1-[5-(4-Fluoro-phenyl)-[1,3,4]oxadiazol-2-yl]-3,3-dimethyl-butan-2-ol (497946-61-9) → {(S)-1-[2-Cyano-2-(triphenyl-λ5-phosphanylidene)-acetyl]-pentyl}-carbamic acid (R)-1-[5-(4-fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propyl ester (497947-19-0)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene / 85 °C

2: aq. LiOH / tetrahydrofuran

3: DMAP; EDC / CH₂Cl₂

With dmap; lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/j.bmcl.2005.05.062

Reference yield:

(S)-2-{(R)-1-[5-(4-Fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propoxycarbonylamino}-hexanoic acid methyl ester (497947-20-3) → {(S)-1-[2-Cyano-2-(triphenyl-λ5-phosphanylidene)-acetyl]-pentyl}-carbamic acid (R)-1-[5-(4-fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propyl ester (497947-19-0)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. LiOH / tetrahydrofuran

2: DMAP; EDC / CH₂Cl₂

With dmap; lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.bmcl.2005.05.062

Reference yield:

4-fluorobenzoyl hydrazide (456-06-4) → {(S)-1-[2-Cyano-2-(triphenyl-λ5-phosphanylidene)-acetyl]-pentyl}-carbamic acid (R)-1-[5-(4-fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propyl ester (497947-19-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: xylene / Heating

2.1: LiTMP / tetrahydrofuran / -78 °C

2.2: tetrahydrofuran / -78 - 20 °C

3.1: toluene / 85 °C

4.1: aq. LiOH / tetrahydrofuran

5.1: DMAP; EDC / CH₂Cl₂

With dmap; lithium hydroxide; 2,2,6,6-tetramethylpiperidinyl-lithium; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; dichloromethane; toluene; xylene;

DOI:10.1016/j.bmcl.2005.05.062

upstream raw materials:

(R)-1-[5-(4-Fluoro-phenyl)-[1,3,4]oxadiazol-2-yl]-3,3-dimethyl-butan-2-ol

(S)-2-{(R)-1-[5-(4-Fluoro-phenyl)-[1,3,4]oxadiazol-2-ylmethyl]-2,2-dimethyl-propoxycarbonylamino}-hexanoic acid methyl ester

4-fluorobenzoyl hydrazide

pivalaldehyde

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