1,3-Dioxolane-4-carboxamide, 5-[2-(diphenylphosphinyl)phenyl]-N-[(1S)-1-(hydroxymethyl)-2,2-dimethyl propyl]-2,2-dimethyl-, (4R,5S)-

Base Information

• Chemical Name: 1,3-Dioxolane-4-carboxamide, 5-[2-(diphenylphosphinyl)phenyl]-N-[(1S)-1-(hydroxymethyl)-2,2-dimethyl propyl]-2,2-dimethyl-, (4R,5S)-
• CAS No.: 917893-88-0
• Molecular Formula: C₃₀H₃₆NO₅P
• Molecular Weight: 521.593
• Mol file: 917893-88-0.mol

Synonyms:

Chemical Property of 1,3-Dioxolane-4-carboxamide, 5-[2-(diphenylphosphinyl)phenyl]-N-[(1S)-1-(hydroxymethyl)-2,2-dimethyl propyl]-2,2-dimethyl-, (4R,5S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,3-Dioxolane-4-carboxamide, 5-[2-(diphenylphosphinyl)phenyl]-N-[(1S)-1-(hydroxymethyl)-2,2-dimethyl propyl]-2,2-dimethyl-, (4R,5S)-

There total 6 articles about 1,3-Dioxolane-4-carboxamide, 5-[2-(diphenylphosphinyl)phenyl]-N-[(1S)-1-(hydroxymethyl)-2,2-dimethyl propyl]-2,2-dimethyl-, (4R,5S)- 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: 92.0%

(4R,5S)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester (917893-80-2) + (S)-tert-leucinol (112245-13-3) → (4R,5S)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ((S)-1-hydroxymethyl-2,2-dimethyl-propyl)-amide (917893-88-0)

Guidance literature:

at 120 ℃; for 5.5h;

DOI:10.1016/j.tet.2006.05.043

Reference yield:

(2R,3S)-2,3-Dihydroxy-3-(2-trifluoromethanesulfonyloxy-phenyl)-propionic acid ethyl ester (917893-84-6) → (4R,5S)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ((S)-1-hydroxymethyl-2,2-dimethyl-propyl)-amide (917893-88-0)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / acetone

2: N,N-diisopropylethylamine / palladium(II) acetate; 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 120 °C

3: 92 percent / 5.5 h / 120 °C

With toluene-4-sulfonic acid; N-ethyl-N,N-diisopropylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In dimethyl sulfoxide; acetone;

DOI:10.1016/j.tet.2006.05.043

Reference yield:

(4R,5S)-2,2-Dimethyl-5-(2-trifluoromethanesulfonyloxy-phenyl)-[1,3]dioxolane-4-carboxylic acid ethyl ester (917893-85-7) → (4R,5S)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ((S)-1-hydroxymethyl-2,2-dimethyl-propyl)-amide (917893-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-diisopropylethylamine / palladium(II) acetate; 1,3-bis(diphenylphosphino)propane / dimethylsulfoxide / 120 °C

2: 92 percent / 5.5 h / 120 °C

With N-ethyl-N,N-diisopropylamine; 1,3-bis-(diphenylphosphino)propane; palladium diacetate; In dimethyl sulfoxide;

DOI:10.1016/j.tet.2006.05.043

upstream raw materials:

(4R,5S)-5-[2-(Diphenyl-phosphinoyl)-phenyl]-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid ethyl ester

(S)-tert-leucinol

(2R,3S)-2,3-Dihydroxy-3-(2-trifluoromethanesulfonyloxy-phenyl)-propionic acid ethyl ester

(4R,5S)-2,2-Dimethyl-5-(2-trifluoromethanesulfonyloxy-phenyl)-[1,3]dioxolane-4-carboxylic acid ethyl ester

Downstream raw materials:

(S)-4-tert-Butyl-2-{(4R,5S)-5-[2-(diphenyl-phosphinoyl)-phenyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-4,5-dihydro-oxazole