2-(trityloxy)ethyl-2-deoxy-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-threo-pentopyranoside

Base Information

Chemical Name:2-(trityloxy)ethyl-2-deoxy-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-threo-pentopyranoside
CAS No.:242147-28-0
Molecular Formula:C₃₂H₃₈O₇
Molecular Weight:534.65
Hs Code.:

Synonyms:2-(trityloxy)ethyl-2-deoxy-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-threo-pentopyranoside

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Chemical Property of 2-(trityloxy)ethyl-2-deoxy-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-threo-pentopyranoside

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Technology Process of 2-(trityloxy)ethyl-2-deoxy-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-threo-pentopyranoside

There total 7 articles about 2-(trityloxy)ethyl-2-deoxy-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-threo-pentopyranoside 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: 86.0%

: 242147-27-9
Dithiocarbonic acid O-[(2S,3S,4aR,7S,8R,8aS)-2,3-dimethoxy-2,3-dimethyl-7-(2-trityloxy-ethoxy)-hexahydro-pyrano[3,4-b][1,4]dioxin-8-yl] ester S-methyl ester

: 242147-28-0
2-(trityloxy)ethyl-2-deoxy-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-threo-pentopyranoside

Guidance literature:: With azobisisobutyronitrile; tri-n-butyl-tin hydride; In toluene; Heating;
DOI:10.1080/07328309908544031

Reference yield:

: 76-83-5
trityl chloride

: 242147-28-0
2-(trityloxy)ethyl-2-deoxy-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-threo-pentopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: 71 percent / pyridine; DMAP / 30 h / 80 °C

2.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C

2.2: 90 percent / tetrahydrofuran / 0.5 h

3.1: 86 percent / tributyltin hydride; α,α'-azobisisobutyronitrile / toluene / Heating

With pyridine; dmap; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium hydride; In tetrahydrofuran; toluene; 1.1: Etherification / 2.1: Addition / 2.2: Methylation / 3.1: Reduction;
DOI:10.1080/07328309908544031

Reference yield:

: 140420-69-5
allyl α-D-xylopyranoside

: 242147-28-0
2-(trityloxy)ethyl-2-deoxy-3,4-O-[(2S,3S)-2,3-dimethoxybutane-2,3-diyl]-α-D-threo-pentopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: 46 percent / (+/-)-camphorsulfonic acid; (MeO)3CH / methanol / 1.5 h / Heating

2.1: ozone / CH₂Cl₂; methanol / 1.5 h / -70 °C

2.2: 98 percent / sodium borohydride / CH₂Cl₂; methanol / -70 - 20 °C

3.1: 71 percent / pyridine; DMAP / 30 h / 80 °C

4.1: sodium hydride / tetrahydrofuran / 1 h / 20 °C

4.2: 90 percent / tetrahydrofuran / 0.5 h

5.1: 86 percent / tributyltin hydride; α,α'-azobisisobutyronitrile / toluene / Heating

With pyridine; dmap; azobisisobutyronitrile; camphor-10-sulfonic acid; tri-n-butyl-tin hydride; sodium hydride; ozone; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: ketalization / 2.1: ozonolysis / 2.2: Reduction / 3.1: Etherification / 4.1: Addition / 4.2: Methylation / 5.1: Reduction;
DOI:10.1080/07328309908544031