(1R,4R,5S)-4-(2-chloroethyl)-1-((R)-2,2-difluoro-1-hydroxybutyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

Base Information

Chemical Name:(1R,4R,5S)-4-(2-chloroethyl)-1-((R)-2,2-difluoro-1-hydroxybutyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
CAS No.:1367878-71-4
Molecular Formula:C₂₀H₂₄ClF₂NO₅
Molecular Weight:431.864
Hs Code.:

Synonyms:(1R,4R,5S)-4-(2-chloroethyl)-1-((R)-2,2-difluoro-1-hydroxybutyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

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Chemical Property of (1R,4R,5S)-4-(2-chloroethyl)-1-((R)-2,2-difluoro-1-hydroxybutyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

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Technology Process of (1R,4R,5S)-4-(2-chloroethyl)-1-((R)-2,2-difluoro-1-hydroxybutyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

There total 8 articles about (1R,4R,5S)-4-(2-chloroethyl)-1-((R)-2,2-difluoro-1-hydroxybutyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione 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: 82.0%

: 1367878-70-3
(1R,4R,5S)-1-((R)-2,2-difluoro-1-hydroxybutyl)-4-(2-hydroxyethyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

: 1367878-71-4
(1R,4R,5S)-4-(2-chloroethyl)-1-((R)-2,2-difluoro-1-hydroxybutyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

Guidance literature:: With pyridine; dichlorotriphenylphosphorane; In acetonitrile; at 23 ℃; for 1h; Inert atmosphere;
DOI:10.1016/j.jfluchem.2012.01.003

Reference yield:

: C₂₀H₂₇F₂NO₇

: 1367878-71-4
(1R,4R,5S)-4-(2-chloroethyl)-1-((R)-2,2-difluoro-1-hydroxybutyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 3 h / 23 °C / Inert atmosphere

2: pyridine; dichlorotriphenylphosphorane / acetonitrile / 1 h / 23 °C / Inert atmosphere

With pyridine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; dichlorotriphenylphosphorane; In dichloromethane; acetonitrile;
DOI:10.1016/j.jfluchem.2012.01.003

Reference yield:

: 1367878-65-6
(4aR,7R,7aS)-methyl 7-((R)-2,2-difluoro-1-hydroxybut-3-en-1-yl)-6-(4-methoxybenzyl)-2,2,7a-trimethyl-5-oxooctahydro-[1,2]oxasilino[5,6-c]pyrrole-7-carboxylate

: 1367878-71-4
(1R,4R,5S)-4-(2-chloroethyl)-1-((R)-2,2-difluoro-1-hydroxybutyl)-2-(4-methoxybenzyl)-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione

Guidance literature:: Multi-step reaction with 5 steps

1: potassium fluoride; dihydrogen peroxide; sodium hydrogencarbonate / tetrahydrofuran; methanol; water / 18 h / 23 °C / Inert atmosphere

2: 20% palladium hydroxide on charcoal; hydrogen / tetrahydrofuran / 18 h / 760.05 Torr

3: water; lithium hydroxide / tetrahydrofuran / 12 h / Inert atmosphere

4: pyridine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride / dichloromethane / 3 h / 23 °C / Inert atmosphere

5: pyridine; dichlorotriphenylphosphorane / acetonitrile / 1 h / 23 °C / Inert atmosphere

With pyridine; potassium fluoride; 20% palladium hydroxide on charcoal; water; hydrogen; dihydrogen peroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydrogencarbonate; lithium hydroxide; dichlorotriphenylphosphorane; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile;
DOI:10.1016/j.jfluchem.2012.01.003