(S)-3-[(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one

Base Information

• Chemical Name: (S)-3-[(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one
• CAS No.: 174192-15-5
• Molecular Formula: C₂₅H₃₅N₄O₃PS
• Molecular Weight: 502.618
• Mol file: 174192-15-5.mol

Synonyms:(S)-3-[(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one

Chemical Property of (S)-3-[(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-[(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one

There total 4 articles about (S)-3-[(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one 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:

dicyclohexylphosphane (829-84-5) → (S)-3-[(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one (174192-15-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 100 percent / S₈ / CHCl₃ / 2 h / Ambient temperature

2: 1.) nBuLi / 1.) THF, -78 deg C, 2.) -78 deg C -> room temperature

3: 1.) ClC(O)OtBu / 1.) THF, -78 deg C -> 0 deg C, 1.5 h, 2.) THF, -78 deg C -> 0 deg C, 2 h

4: 1.) KHMDS, 2.) Tris-N₃, 3.) HOAc

With sulfur; n-butyllithium; Tris-N₃; potassium hexamethylsilazane; acetic acid; tert-butyl chloroformate; In chloroform;

DOI:10.1021/jo951327z

Reference yield:

(S)-4-Benzyl-3-[3-(dicyclohexyl-phosphinothioyl)-propionyl]-oxazolidin-2-one (174192-14-4) → (S)-3-[(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one (174192-15-5)

Guidance literature:

With Tris-N₃; potassium hexamethylsilazane; acetic acid; Yield given. Multistep reaction;

DOI:10.1021/jo951327z

Reference yield:

di(yclohexyl)phosphine sulfide (14610-03-8) → (S)-3-[(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionyl]-4-benzyl-oxazolidin-2-one (174192-15-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) nBuLi / 1.) THF, -78 deg C, 2.) -78 deg C -> room temperature

2: 1.) ClC(O)OtBu / 1.) THF, -78 deg C -> 0 deg C, 1.5 h, 2.) THF, -78 deg C -> 0 deg C, 2 h

3: 1.) KHMDS, 2.) Tris-N₃, 3.) HOAc

With n-butyllithium; Tris-N₃; potassium hexamethylsilazane; acetic acid; tert-butyl chloroformate;

DOI:10.1021/jo951327z

upstream raw materials:

(S)-4-Benzyl-3-[3-(dicyclohexyl-phosphinothioyl)-propionyl]-oxazolidin-2-one

di(yclohexyl)phosphine sulfide

3-(Dicyclohexyl-phosphinothioyl)-propionic acid

dicyclohexylphosphane

Downstream raw materials:

(R)-2-tert-Butoxycarbonylamino-3-(dicyclohexyl-phosphinothioyl)-propionic acid methyl ester

(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionic acid