(1R)-(-)-NOPOL BENZYL ETHER

Base Information

• Chemical Name: (1R)-(-)-NOPOL BENZYL ETHER
• CAS No.: 74851-17-5
• Molecular Formula: C18H24 O
• Molecular Weight: 256.388
• Mol file: 74851-17-5.mol

Synonyms:Bicyclo[3.1.1]hept-2-ene,6,6-dimethyl-2-[2-(phenylmethoxy)ethyl]-, (1R)-; (-)-Nopol benzyl ether;(-)-O-Benzylnopol

Chemical Property of (1R)-(-)-NOPOL BENZYL ETHER

Chemical Property:

• Vapor Pressure: 0.000171mmHg at 25°C
• Refractive Index: n20/D 1.5204(lit.)
• Boiling Point: 112-114 °C0.025 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 9.23000
• Density: 0.982 g/mL at 25 °C(lit.)
• LogP: 4.58570

Purity/Quality:

99%min ^*data from raw suppliers

(1R)-(-)-NOPOL BENZYL ETHER 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of (1R)-(-)-NOPOL BENZYL ETHER

There total 1 articles about (1R)-(-)-NOPOL BENZYL ETHER 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: 92.0%

(1R)-(-)-nopol (35836-73-8) + benzyl chloride (100-44-7) → 2-<2-(benzyloxy)ethyl>-6,6-dimethylbicyclo<3.1.1>hept-2-ene (74851-17-5)

Guidance literature:

With sodium hydride; In tetrahydrofuran; 1 h, room temperature then reflux;

DOI:10.1016/S0040-4020(01)82422-4

Reference yield: 89.0%

1-methoxy-4-methyl-quinolinium (61704-05-0) + 2-<2-(benzyloxy)ethyl>-6,6-dimethylbicyclo<3.1.1>hept-2-ene (74851-17-5) → C28H33NO

Guidance literature:

2-<2-(benzyloxy)ethyl>-6,6-dimethylbicyclo<3.1.1>hept-2-ene; With N,N-dimethyl acetamide; benzo[1,3,2]dioxaborole; In 1,2-dichloro-ethane; at 45 ℃;

1-methoxy-4-methyl-quinolinium; With di-tert-butoxydiazene; tert-butyl alcohol; In 1,2-dichloro-ethane; at 45 ℃;

DOI:10.1039/d1sc02748d

Reference yield: 79.0%

p-nitrobenzenesulfonamide (6325-93-5) + 2-<2-(benzyloxy)ethyl>-6,6-dimethylbicyclo<3.1.1>hept-2-ene (74851-17-5) → C24H28N2O5S

Guidance literature:

With [bis(acetoxy)iodo]benzene; 1,3-dimethyl-imidazoline-2-selone; In dichloromethane; regioselective reaction; Inert atmosphere;

DOI:10.1021/jacs.0c06997

upstream raw materials:

(1R)-(-)-nopol

benzyl chloride

Downstream raw materials:

(1S,2R,3R,5S)-2-<(Z)-6-carboxyhex-2-enyl>-3-<(E,3S)-3-hydroxyoct-1-enyl>-6,6-dimethylbicyclo<3.1.1>heptane

2-[(1S,2S,3S,5R)-2-(2-Benzyloxy-ethyl)-6,6-dimethyl-bicyclo[3.1.1]hept-3-yl]-[1,3]dioxolane

PTA₂

2-exo-<6-carboxyhex-2(Z)-enyl>-6,6-dimethyl-3-endo-<3-hydroxy-4-(p-fluorophenoxy)but-1(E)-enyl>bicyclo<3.1.1>heptane

Refernces

• 1、 Midland, Mark M.,Kazubski, Aleksander. "Reduction of α,β-Acetylenic Ketones to (S)-Propargyl Alcohols of High Enantiomeric Purity". . p. 2814 - 2816. Retrieved 2007/10/02.
• 2、 Wilson,Peesapati,Jones,Hamilton. "Synthesis of prostanoids with bicyclo[2.2.1]heptane, bicyclo[3.1.1]heptane, and bicyclo[2.2.2]octane bicycloAD2.2.2BDoctane ring systems. Activities of 15-hydroxy epimers on human platelets". . p. 495 - 500. Retrieved 2007/10/02.