(2S,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic acid methyl ester

Base Information

• Chemical Name: (2S,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic acid methyl ester
• CAS No.: 187615-24-3
• Molecular Formula: C₃₄H₅₀N₂O₅
• Molecular Weight: 566.781
• Mol file: 187615-24-3.mol

Synonyms:(2S,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic acid methyl ester

Chemical Property of (2S,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic acid methyl ester

There total 1 articles about (2S,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic 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:

methyl cyanoformate (17640-15-2) + Diisopropyl-carbamic acid (E)-(S)-1-((S)-1-dibenzylamino-3-methyl-butyl)-2-oxo-pent-3-enyl ester (187615-17-4) → Carbonic acid (2S,3S)-3-dibenzylamino-2-diisopropylcarbamoyloxy-5-methyl-1-[2-methyl-prop-(Z)-ylidene]-hexyl ester methyl ester + (2S,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic acid methyl ester (187615-24-3) + (2R,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic acid methyl ester

Guidance literature:

With lithium cyanide; Yield given. Multistep reaction. Yields of byproduct given; 1.) Et₂O, THF, -78 deg C, 1 h, 2.) Et₂O, THF, 25 deg C;

DOI:10.1055/s-1997-1156

Reference yield: 90.0%

(2S,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic acid methyl ester (187615-24-3) → (2S,3R,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-3-hydroxy-2-isopropyl-7-methyl-octanoic acid methyl ester

Guidance literature:

With hydrogenchloride; methyl orange; sodium cyanoborohydride; In methanol; at 20 ℃; for 15h;

DOI:10.1055/s-1997-1156

Reference yield:

(2S,4S,5S)-5-Dibenzylamino-4-diisopropylcarbamoyloxy-2-isopropyl-7-methyl-3-oxo-octanoic acid methyl ester (187615-24-3) → (2R,3S,4S,5S)-5-dibenzylamino-2-isopropyl-7-methyloctane-1,3,4-triol

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / NaBH₃CN, methyl orange, 1 N aq. HCl / methanol / 15 h / 20 °C

2: 45 percent / LiAlH₄ / tetrahydrofuran / 1 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; methyl orange; sodium cyanoborohydride; In tetrahydrofuran; methanol;

DOI:10.1055/s-1997-1156

upstream raw materials:

methyl cyanoformate

Diisopropyl-carbamic acid (E)-(S)-1-((S)-1-dibenzylamino-3-methyl-butyl)-2-oxo-pent-3-enyl ester