(1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-2-<(1R)-1,2-isopropylidenedioxyethyl>-4-methoxy-3-oxa-6-azabicyclo<3.2.0>heptan-7-one

Base Information

• Chemical Name: (1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-2-<(1R)-1,2-isopropylidenedioxyethyl>-4-methoxy-3-oxa-6-azabicyclo<3.2.0>heptan-7-one
• CAS No.: 114827-88-2
• Molecular Formula: C₂₀H₂₇NO₇
• Molecular Weight: 393.437

Synonyms:(1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-2-<(1R)-1,2-isopropylidenedioxyethyl>-4-methoxy-3-oxa-6-azabicyclo<3.2.0>heptan-7-one

Chemical Property of (1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-2-<(1R)-1,2-isopropylidenedioxyethyl>-4-methoxy-3-oxa-6-azabicyclo<3.2.0>heptan-7-one

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Technology Process of (1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-2-<(1R)-1,2-isopropylidenedioxyethyl>-4-methoxy-3-oxa-6-azabicyclo<3.2.0>heptan-7-one

There total 24 articles about (1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-2-<(1R)-1,2-isopropylidenedioxyethyl>-4-methoxy-3-oxa-6-azabicyclo<3.2.0>heptan-7-one 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: 92.0%

2,2-dimethoxy-propane (77-76-9) + (1R,2S,4S,5S)-2-<(1R)-1,2-dihydroxyethyl>-6-(2,4-dimethoxybenzyl)-4-methoxy-3-oxa-6-azabicyclo<3.2.0>heptan-7-one (127950-24-7) → (1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-2-<(1R)-1,2-isopropylidenedioxyethyl>-4-methoxy-3-oxa-6-azabicyclo<3.2.0>heptan-7-one (114827-88-2)

Guidance literature:

pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; for 18h; Ambient temperature;

DOI:10.1246/bcsj.62.3950

Reference yield: 86.0%

(1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-4-hydroxy-2-<(1R)-1,2-isopropyridenedioxyethyl>-3-oxa-6-azabicyclo<3.2.0>heptan-7-one (114827-87-1) + methyl iodide (74-88-4) → (1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-2-<(1R)-1,2-isopropylidenedioxyethyl>-4-methoxy-3-oxa-6-azabicyclo<3.2.0>heptan-7-one (114827-88-2)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide; for 4h; Ambient temperature;

DOI:10.1246/bcsj.62.3950

Reference yield: 86.0%

(1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-4-hydroxy-2-<(1R)-1,2-isopropyridenedioxyethyl>-3-oxa-6-azabicyclo<3.2.0>heptan-7-one (114827-87-1) + methyl iodide (74-88-4) → 6-(2,4-dimethoxybenzyl)-2-<(1',2'-O-isopropylidene)ethyl>-4-methoxy-3-oxa-7-oxo-6-azabicyclo<3.2.0>heptane (114827-88-2,114884-33-2,118100-19-9)

Guidance literature:

With silver(l) oxide; In N,N-dimethyl-formamide;

DOI:10.1246/cl.1987.1403

upstream raw materials:

(1R,2S,4S,5S)-6-(2,4-dimethoxybenzyl)-4-hydroxy-2-<(1R)-1,2-isopropyridenedioxyethyl>-3-oxa-6-azabicyclo<3.2.0>heptan-7-one

methyl iodide

<(2S,3S)-3-<(4R)-2,2-dimethyl-1,3-dioxolan-4-yl>oxiran-2-yl>carboxylic acid

(1R,2S,4RS,5R)-6-(2,4-dimethoxybenzyl)-4-hydroxy-2-<(1R)-1,2-isopropylidenedioxyethyl>-3-oxa-7-oxo-6-azabicyclo<3.2.0>heptane-5-carboxylate

Downstream raw materials:

(2S,3S,3aR,6R,6aS)-3-(2,4-Dimethoxy-benzylamino)-6-hydroxymethyl-2-methoxy-tetrahydro-furo[3,4-b]furan-4-one

methyl 2,3-dideoxy-2-(2,4-dimethoxybenzylamino)-3-hydroxymethyl-5,6-O-isopropylidene-α-D-mannofuranoside

[(2S,3S,4S,5R)-4-(2,4-Dimethoxy-benzylamino)-2-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-methoxy-tetrahydro-furan-3-yl]-methanol

methyl 2-benzamido-2,3-dideoxy-3-hydroxymethyl-5,6-O-isopropylidene-α-D-mannofuranoside

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