(1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate

Base Information

• Chemical Name: (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate
• CAS No.: 172840-93-6
• Molecular Formula: C₃₅H₄₇NO₅S
• Molecular Weight: 593.828

Synonyms:(1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate

Chemical Property of (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate

Chemical Property:

Purity/Quality:

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Technology Process of (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate

There total 5 articles about (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate 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: 62.0%

n-butyllithium (109-72-8,29786-93-4) + (1R,2R,3S,4S)-<3--2-bornyl>-2-oxo-cyclohexenecarboxylate (170117-11-0) → (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate (172840-93-6)

Guidance literature:

With thien-2-yl(cyano)copper lithium; In tetrahydrofuran; at -78 ℃; for 2h;

DOI:10.1016/0040-4020(95)00676-Y

Reference yield:

N-(3,5-Dimethyl-phenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzenesulfonamide (87360-02-9) → (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate (172840-93-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 94 percent / DMAP / toluene / 48 h / Heating

2: pyridine / CH₂Cl₂ / 2 h / 20 °C

3: 91 percent / mCPBA / CH₂Cl₂ / 2 h / 20 °C

4: 62 percent / lithium 2-thienyl-cyanocuprate / tetrahydrofuran / 2 h / -78 °C

With pyridine; dmap; thien-2-yl(cyano)copper lithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; toluene;

DOI:10.1016/0040-4020(95)00676-Y

Reference yield:

(1R,2R,3S,4S)-<3--2-bornyl>-2-hydroxy-cyclohexenecarboxylate (170116-93-5) → (1R,2R,3S,4S)-<3--2-bornyl>-(1S,6R)-6-butyl-2-oxo-cyclohexanecarboxylate (172840-93-6)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / 2 h / 20 °C

2: 91 percent / mCPBA / CH₂Cl₂ / 2 h / 20 °C

3: 62 percent / lithium 2-thienyl-cyanocuprate / tetrahydrofuran / 2 h / -78 °C

With pyridine; thien-2-yl(cyano)copper lithium; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4020(95)00676-Y

upstream raw materials:

n-butyllithium

(1R,2R,3S,4S)-<3--2-bornyl>-2-oxo-cyclohexenecarboxylate

N-(3,5-Dimethyl-phenyl)-N-((1S,2S,3R,4R)-3-hydroxy-4,7,7-trimethyl-bicyclo[2.2.1]hept-2-yl)-benzenesulfonamide

(1R,2R,3S,4S)-<3--2-bornyl>-2-hydroxy-cyclohexenecarboxylate

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