para-methoxyphenyl 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-α-D-manno-octopyranoside

Base Information

Chemical Name:para-methoxyphenyl 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-α-D-manno-octopyranoside
CAS No.:949886-75-3
Molecular Formula:C₃₆H₃₆O₆
Molecular Weight:564.678
Hs Code.:

Synonyms:para-methoxyphenyl 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-α-D-manno-octopyranoside

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Chemical Property of para-methoxyphenyl 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-α-D-manno-octopyranoside

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Technology Process of para-methoxyphenyl 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-α-D-manno-octopyranoside

There total 5 articles about para-methoxyphenyl 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-α-D-manno-octopyranoside 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:

: 4-methoxyphenyl 6-O-(tert-butyldimethyl)silyl-α-D-mannopyranoside

: 949886-75-3
para-methoxyphenyl 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-α-D-manno-octopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / dimethylformamide / 16 h / 20 °C

2.1: 1.79 g / TBAF / tetrahydrofuran / 2 h / 20 °C

3.1: DMSO; Et₃N; (COCl)2 / CH₂Cl₂ / 2 h / -60 - 20 °C

4.1: 5.13 g / PPh₃ / CH₂Cl₂ / 1.5 h / 20 °C

5.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

5.2: 79 percent / HMPA / tetrahydrofuran; hexane / 18 h / -70 - 20 °C

With n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern oxidation / 5.1: Corey-Fuchs reaction;
DOI:10.1016/j.carres.2007.05.021

Reference yield:

: C₃₄H₃₄O₇

: 949886-75-3
para-methoxyphenyl 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-α-D-manno-octopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: 5.13 g / PPh₃ / CH₂Cl₂ / 1.5 h / 20 °C

2.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

2.2: 79 percent / HMPA / tetrahydrofuran; hexane / 18 h / -70 - 20 °C

With n-butyllithium; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; 2.1: Corey-Fuchs reaction;
DOI:10.1016/j.carres.2007.05.021

Reference yield:

: C₄₀H₅₀O₇Si

: 949886-75-3
para-methoxyphenyl 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-α-D-manno-octopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1.79 g / TBAF / tetrahydrofuran / 2 h / 20 °C

2.1: DMSO; Et₃N; (COCl)2 / CH₂Cl₂ / 2 h / -60 - 20 °C

3.1: 5.13 g / PPh₃ / CH₂Cl₂ / 1.5 h / 20 °C

4.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 - 0 °C

4.2: 79 percent / HMPA / tetrahydrofuran; hexane / 18 h / -70 - 20 °C

With n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; 2.1: Swern oxidation / 4.1: Corey-Fuchs reaction;
DOI:10.1016/j.carres.2007.05.021