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

Base Information

• Chemical Name: (1R,2R,3S,4S)-<3--2-bornyl>-2-hydroxy-cyclohexenecarboxylate
• CAS No.: 170116-93-5
• Molecular Formula: C₃₁H₃₉NO₅S
• Molecular Weight: 537.72
• Mol file: 170116-93-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 1 articles about (1R,2R,3S,4S)-<3--2-bornyl>-2-hydroxy-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: 94.0%

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>-2-hydroxy-cyclohexenecarboxylate (170116-93-5)

Guidance literature:

With dmap; In toluene; for 48h; Heating;

DOI:10.1016/00404-0399(50)0886H-

Reference yield:

(1R,2R,3S,4S)-<3--2-bornyl>-2-hydroxy-cyclohexenecarboxylate (170116-93-5) → (1R,2R,3S,4S)-<3--2-bornyl>-2-oxo-cyclohexenecarboxylate (170117-11-0)

Guidance literature:

With Phenylselenyl bromide; 3-chloro-benzenecarboperoxoic acid; Yield given. Multistep reaction; 1.) pyridine, CH₂Cl₂, 2 h, 20 deg C; 2.) CH₂Cl₂, 2 h, 20 deg C;

DOI:10.1016/00404-0399(50)0886H-

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-tert-butyl-2-oxo-cyclohexanecarboxylate (172840-94-7)

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: 66 percent / CuI / tetrahydrofuran; pentane / 2 h / -78 °C

With pyridine; copper(l) iodide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; pentane;

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

upstream raw materials:

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>-(6S)-2-hydroxy-6-vinyl-cyclohexenecarboxylate

(1R,2R,3S,4S)-<3--2-bornyl>-(6S)-2-hydroxy-6-isopropenyl-cyclohexenecarboxylate

(1R,2R,3S,4S)-<3--2-bornyl>-(6S)-2-hydroxy-6-phenyl-cyclohexenecarboxylate