(-)-8-Phenylmenthyl (2S,3R)-3-Amino-5-methyl-2-((triethylsilyl)oxy)hexanoate

Base Information

• Chemical Name: (-)-8-Phenylmenthyl (2S,3R)-3-Amino-5-methyl-2-((triethylsilyl)oxy)hexanoate
• CAS No.: 128134-49-6
• Molecular Formula: C₂₉H₅₁NO₃Si
• Molecular Weight: 489.814
• Mol file: 128134-49-6.mol

Synonyms:(-)-8-Phenylmenthyl (2S,3R)-3-Amino-5-methyl-2-((triethylsilyl)oxy)hexanoate

Chemical Property of (-)-8-Phenylmenthyl (2S,3R)-3-Amino-5-methyl-2-((triethylsilyl)oxy)hexanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (-)-8-Phenylmenthyl (2S,3R)-3-Amino-5-methyl-2-((triethylsilyl)oxy)hexanoate

There total 5 articles about (-)-8-Phenylmenthyl (2S,3R)-3-Amino-5-methyl-2-((triethylsilyl)oxy)hexanoate 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:

8-Phenylmenthyl (2S,3R)-5-Methyl-3-nitro-2-((triethylsilyl)oxy)hexanoate (128114-53-4) → (-)-8-Phenylmenthyl (2S,3R)-3-Amino-5-methyl-2-((triethylsilyl)oxy)hexanoate (128134-49-6)

Guidance literature:

With hydrogen; nickel; In ethanol; at 50 ℃; for 16h; under 30400 Torr;

DOI:10.1021/jo00302a050

Reference yield:

triethylsilyl trifluoromethyl sulfonate (79271-56-0) → (-)-8-Phenylmenthyl (2S,3R)-3-Amino-5-methyl-2-((triethylsilyl)oxy)hexanoate (128134-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) KF 2) Et₃N / 1) THF, 72 h, 0 deg C 2) CH₂Cl₂, 5-10 min, 0 deg C

2: H₂ / Raney nickel / ethanol / 16 h / 50 °C / 29420.3 Torr

With potassium fluoride; hydrogen; triethylamine; nickel; In ethanol;

DOI:10.1016/S0040-4020(01)80921-2

Reference yield:

(-)-8-Phenylmenthyl 2-Hydroxy-5-methyl-3-nitro-hexanoate (128114-52-3,128162-88-9,128162-89-0,128162-90-3,133006-61-8) → (-)-8-Phenylmenthyl (2S,3R)-3-Amino-5-methyl-2-((triethylsilyl)oxy)hexanoate (128134-49-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 0.17 h / 0 °C

2: H₂ / Raney Ni / ethanol / 16 h / 50 °C / 30400 Torr

With hydrogen; triethylamine; nickel; In ethanol; dichloromethane;

DOI:10.1021/jo00302a050

upstream raw materials:

8-Phenylmenthyl (2S,3R)-5-Methyl-3-nitro-2-((triethylsilyl)oxy)hexanoate

1-nitro-3-methylbutane

triethylsilyl trifluoromethyl sulfonate

<1R-(1α,2β,5α)>-5-methyl-2-(1-methyl-1-phenylethyl)cyclohexyl dihydroxyacetate

Downstream raw materials:

(-)-8-Phenylmenthyl (2S,3R)-3-Amino-2-hydroxy-5-methyl-hexanoate

(2S,3R)-3-Amino-2-hydroxy-5-methylhexanoic Acid

(-)-8-phenylmenthol

(4R,5S)-4-Isobutyl-2-methyl-4,5-dihydro-oxazole-5-carboxylic acid (1R,2S,5R)-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexyl ester