p-methoxyphenyl 2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside

Base Information

Chemical Name:p-methoxyphenyl 2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside
CAS No.:400054-13-9
Molecular Formula:C₁₆H₁₈Cl₃NO₆
Molecular Weight:426.681
Hs Code.:

Synonyms:p-methoxyphenyl 2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside

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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 p-methoxyphenyl 2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside

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Technology Process of p-methoxyphenyl 2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside

There total 11 articles about p-methoxyphenyl 2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside 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: 79.0%

: 400054-11-7
p-methoxyphenyl 6-O-(tert-butyldimethylsilyl)-2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside

: 400054-13-9
p-methoxyphenyl 2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside

Guidance literature:: With tetrabutyl ammonium fluoride; acetic acid;
DOI:10.1055/s-2001-18108

Reference yield:

: 755011-68-8
carbamic acid 6-(tert-butyl-dimethyl-silanyloxymethyl)-2-(4-methoxy-phenoxy)-3,6-dihydro-2H-pyran-3-yl ester

: 400054-13-9
p-methoxyphenyl 2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: CBr₄; PPh₃; Et₃N / CH₂Cl₂ / 0.5 h / -40 - 0 °C

2: CH₂Cl₂ / 1 h / 0 °C

3: 10.1 g / CH₂Cl₂ / 0 - 20 °C

4: 79 percent / n-Bu₄NF; AcOH / tetrahydrofuran / 1 h / 0 °C

With carbon tetrabromide; tetrabutyl ammonium fluoride; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.200305358

Reference yield:

: 400054-04-8
p-methoxyphenyl 3,4-dideoxy-α-D-erythro-hex-3-enopyranoside

: 400054-13-9
p-methoxyphenyl 2,3,4-trideoxy-4-(2,2,2-trichloroethoxycarbonylamino)-α-D-erythro-hex-3-enopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: 75 percent / Et₃N; 4-dimethylaminopyridine / CH₂Cl₂ / 20 °C

2.1: CH₂Cl₂ / 1 h / 0 °C

2.2: 25.6 g / aq. K₂CO₃ / methanol / 2.5 h / 20 °C

3.1: CBr₄; PPh₃; Et₃N / CH₂Cl₂ / 0.5 h / -40 - 0 °C

4.1: CH₂Cl₂ / 1 h / 0 °C

5.1: 10.1 g / CH₂Cl₂ / 0 - 20 °C

6.1: 79 percent / n-Bu₄NF; AcOH / tetrahydrofuran / 1 h / 0 °C

With dmap; carbon tetrabromide; tetrabutyl ammonium fluoride; acetic acid; triethylamine; triphenylphosphine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/chem.200305358