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

Base Information

• Chemical Name: (R)-2-tert-Butoxycarbonylamino-3-(dicyclohexyl-phosphinothioyl)-propionic acid methyl ester
• CAS No.: 174192-18-8
• Molecular Formula: C₂₁H₃₈NO₄PS
• Molecular Weight: 431.577
• Mol file: 174192-18-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 7 articles about (R)-2-tert-Butoxycarbonylamino-3-(dicyclohexyl-phosphinothioyl)-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:

di(yclohexyl)phosphine sulfide (14610-03-8) → (R)-2-tert-Butoxycarbonylamino-3-(dicyclohexyl-phosphinothioyl)-propionic acid methyl ester (174192-18-8)

Guidance literature:

Multi-step reaction with 6 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

4: 92 percent / LiOH / tetrahydrofuran; H₂O / 0 °C

5: SnCl₂ / 24 h

6: NaHCO₃ / dioxane; H₂O

With lithium hydroxide; n-butyllithium; Tris-N₃; potassium hexamethylsilazane; sodium hydrogencarbonate; acetic acid; tert-butyl chloroformate; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/jo951327z

Reference yield:

3-(Dicyclohexyl-phosphinothioyl)-propionic acid (174192-13-3) → (R)-2-tert-Butoxycarbonylamino-3-(dicyclohexyl-phosphinothioyl)-propionic acid methyl ester (174192-18-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 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

2: 1.) KHMDS, 2.) Tris-N₃, 3.) HOAc

3: 92 percent / LiOH / tetrahydrofuran; H₂O / 0 °C

4: SnCl₂ / 24 h

5: NaHCO₃ / dioxane; H₂O

With lithium hydroxide; Tris-N₃; potassium hexamethylsilazane; sodium hydrogencarbonate; acetic acid; tert-butyl chloroformate; tin(ll) chloride; In tetrahydrofuran; 1,4-dioxane; water;

DOI:10.1021/jo951327z

Reference yield:

(R)-2-Azido-3-(dicyclohexyl-phosphinothioyl)-propionic acid (174192-16-6) → (R)-2-tert-Butoxycarbonylamino-3-(dicyclohexyl-phosphinothioyl)-propionic acid methyl ester (174192-18-8)

Guidance literature:

Multi-step reaction with 2 steps

1: SnCl₂ / 24 h

2: NaHCO₃ / dioxane; H₂O

With sodium hydrogencarbonate; tin(ll) chloride; In 1,4-dioxane; water;

DOI:10.1021/jo951327z

upstream raw materials:

di-tert-butyl dicarbonate

di(yclohexyl)phosphine sulfide

3-(Dicyclohexyl-phosphinothioyl)-propionic acid

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