2-[(2R,4aR,8aS)-2-hydroxyoctahydro-2H-chromen-2-yl]ethyl 2,4-dichlorobenzoate

Base Information

Chemical Name:2-[(2R,4aR,8aS)-2-hydroxyoctahydro-2H-chromen-2-yl]ethyl 2,4-dichlorobenzoate
CAS No.:101859-00-1
Molecular Formula:C18H22 Cl2 O4
Molecular Weight:373.2709
Hs Code.:

Synonyms:(1R*,3R*,6S*)-3-(2-((2,4-dichlorobenzoyl)oxy)ethyl)-2-oxabicyclo<4.4.0>decan-3-ol;Benzoic acid,2,4-dichloro-,2-(octahydro-2-hydroxy-2H-1-benzopyran-2-yl)ethyl ester,(2alpha,4abeta,8aalpha);

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-[(2R,4aR,8aS)-2-hydroxyoctahydro-2H-chromen-2-yl]ethyl 2,4-dichlorobenzoate

Chemical Property:

Vapor Pressure:2.03E-10mmHg at 25°C
Boiling Point:490.1°C at 760 mmHg
PKA:12.82±0.20(Predicted)
Flash Point:250.2°C
PSA：55.76000
Density:1.293g/cm³
LogP:4.59810

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2-[(2R,4aR,8aS)-2-hydroxyoctahydro-2H-chromen-2-yl]ethyl 2,4-dichlorobenzoate

There total 9 articles about 2-[(2R,4aR,8aS)-2-hydroxyoctahydro-2H-chromen-2-yl]ethyl 2,4-dichlorobenzoate 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: 54.0%

: 101858-99-5
(1R*,3R*,6S*)-3-((1R*)-2-((2,4-dichlorobenzoyl)oxy)-1-iodoethyl)-2-oxabicyclo<4.4.0>decane

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 101859-00-1
(1R*,3R*,6S*)-3-(2-((2,4-dichlorobenzoyl)oxy)ethyl)-2-oxabicyclo<4.4.0>decan-3-ol

Guidance literature:: With silver tetrafluoroborate; water; at 21 ℃; for 48h;
DOI:10.1021/jo00362a014

Reference yield:

: 286-20-4
cyclohexane-1,2-epoxide

: 101859-00-1
(1R*,3R*,6S*)-3-(2-((2,4-dichlorobenzoyl)oxy)ethyl)-2-oxabicyclo<4.4.0>decan-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) CuI / 1.) Et₂O

2: 75 percent / TEA,DMAP / tetrahydrofuran; dimethylformamide / Heating

3: 1.) O₃, 2.) Me₂S / 1.) MeOH, - 60 deg C

4: 56 percent / KN(Me₄Si)2, 18-C-6 / tetrahydrofuran

5: dibal / diethyl ether / -78 - 0 °C

6: TEA, DMAP / CH₂Cl₂

7: 48percent aq. HF / acetonitrile / 0 °C

8: 81 percent / NaHCO₃, I₂ / CH₂Cl₂ / 1.5 h / 0 °C

9: 54 percent / 1.) AgBF₄, 2.) H₂O / 48 h / 21 °C

With dmap; copper(l) iodide; silver tetrafluoroborate; 18-crown-6 ether; dimethylsulfide; KN(Me₄Si)2; TEA; hydrogen fluoride; water; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00362a014

Reference yield:

: 1773-36-0,3392-93-6,90974-59-7
trans-2-but-3-enylcyclohexanol

: 101859-00-1
(1R*,3R*,6S*)-3-(2-((2,4-dichlorobenzoyl)oxy)ethyl)-2-oxabicyclo<4.4.0>decan-3-ol

Guidance literature:: Multi-step reaction with 8 steps

1: 75 percent / TEA,DMAP / tetrahydrofuran; dimethylformamide / Heating

2: 1.) O₃, 2.) Me₂S / 1.) MeOH, - 60 deg C

3: 56 percent / KN(Me₄Si)2, 18-C-6 / tetrahydrofuran

4: dibal / diethyl ether / -78 - 0 °C

5: TEA, DMAP / CH₂Cl₂

6: 48percent aq. HF / acetonitrile / 0 °C

7: 81 percent / NaHCO₃, I₂ / CH₂Cl₂ / 1.5 h / 0 °C

8: 54 percent / 1.) AgBF₄, 2.) H₂O / 48 h / 21 °C

With dmap; silver tetrafluoroborate; 18-crown-6 ether; dimethylsulfide; KN(Me₄Si)2; TEA; hydrogen fluoride; water; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; ozone; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00362a014