2-bromoethyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-β-D-galactopyranoside

Base Information

Chemical Name:2-bromoethyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-β-D-galactopyranoside
CAS No.:849834-76-0
Molecular Formula:C₂₉H₂₆BrN₃O₈
Molecular Weight:624.445
Hs Code.:

Synonyms:2-bromoethyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-β-D-galactopyranoside

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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-bromoethyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-β-D-galactopyranoside

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Technology Process of 2-bromoethyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-β-D-galactopyranoside

There total 5 articles about 2-bromoethyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-β-D-galactopyranoside 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: 89.0%

: 849834-75-9
4-methylphenyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-1-thio-β-D-galactopyranoside

: 540-51-2
2-bromoethanol

: 849834-76-0
2-bromoethyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-β-D-galactopyranoside

Guidance literature:: With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; MS AW-300; In dichloromethane; at 0 ℃; for 0.166667h;
DOI:10.1016/j.tet.2005.01.015

Reference yield:

: 849834-73-7
(2S,3R,4S,5R)-5-hydroxy-6-(hydroxymethyl)-2-(p-tolylthio)tetrahydro-2H-pyran-3,4-diyldiacetate

: 849834-76-0
2-bromoethyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / CH₂Cl₂ / -78 - 20 °C

1.2: trifluoromethanesulfonic anhydride / CH₂Cl₂ / -78 - 20 °C

1.3: 86 percent / NaN₃ / dimethylformamide

2.1: NaOMe / methanol / 5 h

2.2: 93 percent / pyridine; DMAP

3.1: 89 percent / MS AW-300; N-iodosuccinimide; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.17 h / 0 °C

With pyridine; N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; MS AW-300; sodium methylate; In methanol; dichloromethane;
DOI:10.1016/j.tet.2005.01.015

Reference yield:

: 849834-74-8
4-methylphenyl 2,3-di-O-acetyl-4-azido-6-O-benzoyl-4-deoxy-1-thio-β-D-galactopyranoside

: 849834-76-0
2-bromoethyl 4-azido-2,3,6-tri-O-benzoyl-4-deoxy-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: NaOMe / methanol / 5 h

1.2: 93 percent / pyridine; DMAP

2.1: 89 percent / MS AW-300; N-iodosuccinimide; trimethylsilyl trifluoromethanesulfonate / CH₂Cl₂ / 0.17 h / 0 °C

With N-iodo-succinimide; trimethylsilyl trifluoromethanesulfonate; MS AW-300; sodium methylate; In methanol; dichloromethane;
DOI:10.1016/j.tet.2005.01.015