(R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate

Base Information

• Chemical Name: (R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate
• CAS No.: 1370356-53-8
• Molecular Formula: C₂₁H₂₁NO₆
• Molecular Weight: 383.401
• Mol file: 1370356-53-8.mol

Synonyms:(R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate

Chemical Property of (R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of (R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate

There total 3 articles about (R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate 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: 80.0%

benzyl 2-oxopentanoate (1370356-38-9) + 3-nitro-2H-1-benzopyran (92210-53-2) → (R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate (1370356-53-8)

Guidance literature:

With 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea; In ethyl acetate; at 0 ℃; for 18h; optical yield given as %ee; enantioselective reaction;

DOI:10.1002/adsc.201100739

Reference yield:

2-oxopentanoic acid (1821-02-9) → (R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate (1370356-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; methanesulfonyl chloride / tetrahydrofuran / 18 h / 0 - 20 °C

2: 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea / ethyl acetate / 18 h / 0 °C

With pyridine; methanesulfonyl chloride; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea; In tetrahydrofuran; ethyl acetate; 2: Michael condensation;

DOI:10.1002/adsc.201100739

Reference yield:

benzyl alcohol (100-51-6,185532-71-2) → (R)-benzyl 3-((3S,4R)-3-nitrochroman-4-yl)-2-oxopentanoate (1370356-53-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; methanesulfonyl chloride / tetrahydrofuran / 18 h / 0 - 20 °C

2: 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea / ethyl acetate / 18 h / 0 °C

With pyridine; methanesulfonyl chloride; 1-{3,5-bis(trifluoromethyl)phenyl}-3-{(1R,2R)-2-(dimethylamino)cyclohexyl}thiourea; In tetrahydrofuran; ethyl acetate; 2: Michael condensation;

DOI:10.1002/adsc.201100739

upstream raw materials:

benzyl 2-oxopentanoate

3-nitro-2H-1-benzopyran

2-oxopentanoic acid

benzyl alcohol