methyl 2,4-di-O-benzoyl-3-O-(methyl N-phosphoramidyl)-α-D-galactopyranoside

Base Information

Chemical Name:methyl 2,4-di-O-benzoyl-3-O-(methyl N-phosphoramidyl)-α-D-galactopyranoside
CAS No.:1598426-99-3
Molecular Formula:C₂₂H₂₆NO₁₀P
Molecular Weight:495.423
Hs Code.:

Synonyms:methyl 2,4-di-O-benzoyl-3-O-(methyl N-phosphoramidyl)-α-D-galactopyranoside

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Chemical Property of methyl 2,4-di-O-benzoyl-3-O-(methyl N-phosphoramidyl)-α-D-galactopyranoside

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Technology Process of methyl 2,4-di-O-benzoyl-3-O-(methyl N-phosphoramidyl)-α-D-galactopyranoside

There total 5 articles about methyl 2,4-di-O-benzoyl-3-O-(methyl N-phosphoramidyl)-α-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: 74.0%

: 1598426-97-1
methyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-(methyl N-phosphoramidyl)-α-D-galactopyranoside

: 1598426-99-3
methyl 2,4-di-O-benzoyl-3-O-(methyl N-phosphoramidyl)-α-D-galactopyranoside

Guidance literature:: With ammonium cerium (IV) nitrate; In water; acetonitrile; at 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol500894k

Reference yield:

: 120201-28-7
methyl 2,3-di-O-benzoyl-4,6-O-benzylidene-α-D-galactopyranoside

: 1598426-99-3
methyl 2,4-di-O-benzoyl-3-O-(methyl N-phosphoramidyl)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid / water / 14 h / 85 °C / Inert atmosphere

1.2: 10.17 h / 0 - 20 °C / Inert atmosphere

2.1: pivaloyl chloride; pyridine / dichloromethane / 0.33 h / 20 °C / Inert atmosphere

2.2: 1 h / 20 °C / Inert atmosphere

3.1: triethylamine; Bromotrichloromethane / 4 h / 20 °C / Inert atmosphere

4.1: pyridine; pyridine hydrogenfluoride / acetonitrile / 6 h / 20 °C / Inert atmosphere

5.1: ammonium cerium (IV) nitrate / acetonitrile; water / 1 h / 20 °C / Inert atmosphere

With pyridine; ammonium cerium (IV) nitrate; Bromotrichloromethane; pivaloyl chloride; pyridine hydrogenfluoride; acetic acid; triethylamine; In dichloromethane; water; acetonitrile; 3.1: |Atherton-Todd Synthesis;
DOI:10.1021/ol500894k

Reference yield:

: 1598426-69-7
methyl 2,4-di-O-benzoyl-6-O-tert-butyldiphenylsilyl-3-O-(methyl N-p-methoxybenzylphosphoramidyl)-α-D-galactopyranoside

: 1598426-99-3
methyl 2,4-di-O-benzoyl-3-O-(methyl N-phosphoramidyl)-α-D-galactopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; pyridine hydrogenfluoride / acetonitrile / 6 h / 20 °C / Inert atmosphere

2: ammonium cerium (IV) nitrate / acetonitrile; water / 1 h / 20 °C / Inert atmosphere

With pyridine; ammonium cerium (IV) nitrate; pyridine hydrogenfluoride; In water; acetonitrile;
DOI:10.1021/ol500894k