(+)-CHIRACAMPHOX

Base Information

• Chemical Name: (+)-CHIRACAMPHOX
• CAS No.: 155323-17-4
• Molecular Formula: C₁₁H₁₇NO₂
• Molecular Weight: 195.261
• Mol file: 155323-17-4.mol

Synonyms:(5S)-6,6-DIMETHYL-7,10-METHYLEN-3-OXA-1-AZASPIRO[4.5]DECAN-2-ONE;(+)-CHIRACAMPHOX;(5S)-6,6-DIMETHYL-7,10-METHYLEN-3-OXA-1- AZASPIRO-DECAN-2-ONE

Chemical Property of (+)-CHIRACAMPHOX

Chemical Property:

• Vapor Pressure: 7.9E-06mmHg at 25°C
• Melting Point: 227-231 °C
• Refractive Index: 1.538
• Boiling Point: 375.2°Cat760mmHg
• PKA: 12.68±0.40(Predicted)
• Flash Point: 180.7°C
• PSA: 41.82000
• Density: 1.16g/cm³
• LogP: 1.56110

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-CHIRACAMPHOX

There total 7 articles about (+)-CHIRACAMPHOX 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: 70.0%

C11H17N3O2 (155325-62-5) → (5S)-4-aza-2-oxa-6,6-dimethyl-7,10-methylene-5-spiro<4.5>decan-3-one (155323-17-4)

Guidance literature:

In 1,1,2,2-tetrachloroethylene;

DOI:10.1016/0040-4039(94)85088-7

Reference yield:

((1R,2R,4S)-3,3-dimethylbicyclo[2.2.1]heptan-2-yl)methanol (81601-68-5) → (5S)-4-aza-2-oxa-6,6-dimethyl-7,10-methylene-5-spiro<4.5>decan-3-one (155323-17-4)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / toluene; diethyl ether / 0 °C

2: sodium azide, Bu₄NBr / CH₂Cl₂; H₂O / 25 °C

3: 70 percent / tetrachloroethene

With sodium azide; tetrabutylammomium bromide; triethylamine; In 1,1,2,2-tetrachloroethylene; diethyl ether; dichloromethane; water; toluene;

DOI:10.1016/0040-4039(94)85088-7

Reference yield:

C11H17ClO2 → (5S)-4-aza-2-oxa-6,6-dimethyl-7,10-methylene-5-spiro<4.5>decan-3-one (155323-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide, Bu₄NBr / CH₂Cl₂; H₂O / 25 °C

2: 70 percent / tetrachloroethene

With sodium azide; tetrabutylammomium bromide; In 1,1,2,2-tetrachloroethylene; dichloromethane; water;

DOI:10.1016/0040-4039(94)85088-7

upstream raw materials:

C₁₁H₁₇N₃O₂

camphene

((1R,2R,4S)-3,3-dimethylbicyclo[2.2.1]heptan-2-yl)methanol

Downstream raw materials:

C₂₅H₂₉NO₃

C₂₀H₂₃NO₃

Refernces

• 1、 Banks, Malcolm R.,Cadogan, J. I. G.,Gosney, Ian,Grant, Keith J.,Hodgson, Philip K. G.,Thorburn, Paul. "SYNTHESIS OF ENANTIOMERICALLY PURE (5S)-4-AZA-2-OXA-6,6-DIMETHYL-7,10-METHYLENE-5-SPIRODECAN-3-ONE, A NOVEL CHIRAL OXAZOLIDIN-2-ONE FROM (-)-CAMPHENE FOR USE AS A RECYCLABLE CHIRAL AUXILIARY IN ASYMMETRIC TRANSFORMATIONS". . p. 199 - 206. Retrieved 2007/10/02.