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

Base Information

• Chemical Name: (1R,2R,3S,4S)-<3--2-bornyl>-(1S*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate
• CAS No.: 172926-52-2
• Molecular Formula: C₃₇H₄₃NO₅SSe
• Molecular Weight: 692.778

Synonyms:(1R,2R,3S,4S)-<3--2-bornyl>-(1S*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate

Chemical Property of (1R,2R,3S,4S)-<3--2-bornyl>-(1S*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate

Chemical Property:

Purity/Quality:

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Technology Process of (1R,2R,3S,4S)-<3--2-bornyl>-(1S*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate

There total 3 articles about (1R,2R,3S,4S)-<3--2-bornyl>-(1S*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate 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:

2-hydroxy-1-cyclohexenecarboxylic acid ethyl ester (4840-68-0) → (1R,2R,3S,4S)-<3--2-bornyl>-(1S*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate (172926-52-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: pyridine / CH₂Cl₂ / 2 h / 20 °C

With pyridine; dmap; In dichloromethane; toluene;

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*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate (172926-52-2)

Guidance literature:

Multi-step reaction with 2 steps

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

2: pyridine / CH₂Cl₂ / 2 h / 20 °C

With pyridine; dmap; In dichloromethane; toluene;

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

Reference yield:

Phenylselenyl bromide (34837-55-3) + 2-hydroxy-1-cyclohexenecarboxylic acid ethyl ester (4840-68-0) + 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>-(1R*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate (172840-90-3) + (1R,2R,3S,4S)-<3--2-bornyl>-(1S*)-2-oxo-1-phenylselenyl-cyclohexenecarboxylate (172926-52-2)

Guidance literature:

With pyridine; dmap; Yield given. Multistep reaction. Yields of byproduct given; 1.) toluene, reflux, 2 d; 2.) CH₂Cl₂, 20 deg C, 2 h;

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

upstream raw materials:

Phenylselenyl bromide

2-hydroxy-1-cyclohexenecarboxylic acid ethyl ester

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

Downstream raw materials:

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

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

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

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

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