O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol

Base Information

• Chemical Name: O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol
• CAS No.: 726173-25-7
• Molecular Formula: C₂₅H₄₃NO₃Si
• Molecular Weight: 433.707
• Mol file: 726173-25-7.mol

Synonyms:O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol

Chemical Property of O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol

There total 3 articles about O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol 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: 91.0%

O-[(2S)-t-butyldimethylsilyloxy-3-nitropropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol → O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol (726173-25-7)

Guidance literature:

With hydrogen; nickel; In methanol; at 20 ℃; for 24h;

DOI:10.1016/j.tet.2004.04.005

Reference yield:

(1R,3R,4S)-8-phenylmenthyl glyoxylate (84312-20-9) → O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol (726173-25-7)

Guidance literature:

Multi-step reaction with 3 steps

1: activated Al₂O₃ / tetrahydrofuran / 4 h / 20 °C

2: 92 percent / imidazole / dimethylformamide / 17 h / 20 °C

3: 91 percent / H₂ / Raney Ni / methanol / 24 h / 20 °C

With 1H-imidazole; aluminum oxide; hydrogen; nickel; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; 1: Henry reaction;

DOI:10.1016/j.tet.2004.04.005

Reference yield:

O-[(2S)-hydroxy-3-nitropropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol (118466-98-1) → O-[3-amino-(2S)-t-butyldimethylsilyloxypropanoyl]-(1'R,2'S,5'R)-8'phenylmenthol (726173-25-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / imidazole / dimethylformamide / 17 h / 20 °C

2: 91 percent / H₂ / Raney Ni / methanol / 24 h / 20 °C

With 1H-imidazole; hydrogen; nickel; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.04.005

upstream raw materials:

(1R,3R,4S)-8-phenylmenthyl glyoxylate

O-[(2S)-hydroxy-3-nitropropanoyl]-(1'R,2'S,5'R)-8'-phenylmenthol