(2R,4R,6R)-2-(2-aminoethyl)-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran

Base Information

• Chemical Name: (2R,4R,6R)-2-(2-aminoethyl)-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran
• CAS No.: 915201-19-3
• Molecular Formula: C₂₄H₃₅NO₃Si
• Molecular Weight: 413.632
• Mol file: 915201-19-3.mol

Synonyms:(2R,4R,6R)-2-(2-aminoethyl)-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran

Chemical Property of (2R,4R,6R)-2-(2-aminoethyl)-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R,6R)-2-(2-aminoethyl)-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran

There total 7 articles about (2R,4R,6R)-2-(2-aminoethyl)-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran 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: 100.0%

(2R,4R,6R)-4-tert-butyldiphenylsilyloxy-2-cyanomethyl-6-methoxytetrahydropyran (915201-18-2) → (2R,4R,6R)-2-(2-aminoethyl)-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran (915201-19-3)

Guidance literature:

With ammonia; hydrogen; Raney nickel (Ra-Ni, Ni-Ra); In methanol; at 20 ℃; for 5h; under 37503.8 Torr;

Reference yield:

(3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanal (915201-16-0) → (2R,4R,6R)-2-(2-aminoethyl)-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran (915201-19-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: pTsOH*Py / methanol / 1 h / Heating

1.2: 63.7 percent / pTsOH / methanol / 20 °C

2.1: pyridine / 0 - 20 °C

3.1: 6.70 g / dimethylsulfoxide / 96 h / 20 °C

4.1: NH₃; H₂ / Raney-Ni / methanol / 5 h / 20 °C / 37503.8 Torr

With pyridine; ammonia; hydrogen; nickel; In methanol; dimethyl sulfoxide;

DOI:10.1002/ejoc.200600849

Reference yield:

(2S,4R,6S)-2-(p-chlorobenzenesulfonyloxy)methyl-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran (915201-17-1) → (2R,4R,6R)-2-(2-aminoethyl)-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran (915201-19-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.70 g / dimethylsulfoxide / 96 h / 20 °C

2: NH₃; H₂ / Raney-Ni / methanol / 5 h / 20 °C / 37503.8 Torr

With ammonia; hydrogen; nickel; In methanol; dimethyl sulfoxide;

DOI:10.1002/ejoc.200600849

upstream raw materials:

(2R,4R,6R)-4-tert-butyldiphenylsilyloxy-2-cyanomethyl-6-methoxytetrahydropyran

(3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanal

(2S,4R,6S)-2-(p-chlorobenzenesulfonyloxy)methyl-4-tert-butyldiphenylsilyloxy-6-methoxytetrahydropyran

ethyl (3R,5S)-3-tert-butyldiphenylsilyloxy-5,6-(isopropylidenedioxy)hexanoate