4-{(2R,3R)-3-[4-(2-Methoxy-ethoxymethoxy)-1,1-dioxo-hexahydro-1λ⁶-thiopyran-4-yl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester

Base Information

• Chemical Name: 4-{(2R,3R)-3-[4-(2-Methoxy-ethoxymethoxy)-1,1-dioxo-hexahydro-1λ⁶-thiopyran-4-yl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester
• CAS No.: 98810-77-6
• Molecular Formula: C₂₃H₃₀N₂O₁₁S
• Molecular Weight: 542.564

Synonyms:

Chemical Property of 4-{(2R,3R)-3-[4-(2-Methoxy-ethoxymethoxy)-1,1-dioxo-hexahydro-1λ⁶-thiopyran-4-yl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{(2R,3R)-3-[4-(2-Methoxy-ethoxymethoxy)-1,1-dioxo-hexahydro-1λ⁶-thiopyran-4-yl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester

There total 7 articles about 4-{(2R,3R)-3-[4-(2-Methoxy-ethoxymethoxy)-1,1-dioxo-hexahydro-1λ⁶-thiopyran-4-yl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester 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:

Tetrahydrothiopyran-4-one (1072-72-6) → 4-{(2R,3R)-3-[4-(2-Methoxy-ethoxymethoxy)-1,1-dioxo-hexahydro-1λ6-thiopyran-4-yl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester (98810-77-6,115995-81-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) lithium aluminum hydride / 1.) THF; 2.) THF

2: 64 percent / azobisisobutyronitrile, triphenyltin hydride / acetone

3: diisopropylethylamine / CH₂Cl₂

4: 70 percent m-chloroperbenzoic acid / CH₂Cl₂

5: 8 N Jones reagent / acetone

6: 1.) N,N-carbonyldiimidazole / 1.) THF; 2.) THF

With lithium aluminium tetrahydride; jones reagent; 2,2'-azobis(isobutyronitrile); triphenylstannane; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; In dichloromethane; acetone;

DOI:10.1248/cpb.35.996

Reference yield:

(6R,7R)-7-[4-(2-Methoxy-ethoxymethoxy)-tetrahydro-thiopyran-4-yl]-2,2-dimethyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one (98810-74-3,115995-78-3) → 4-{(2R,3R)-3-[4-(2-Methoxy-ethoxymethoxy)-1,1-dioxo-hexahydro-1λ6-thiopyran-4-yl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester (98810-77-6,115995-81-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent m-chloroperbenzoic acid / CH₂Cl₂

2: 8 N Jones reagent / acetone

3: 1.) N,N-carbonyldiimidazole / 1.) THF; 2.) THF

With jones reagent; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; In dichloromethane; acetone;

DOI:10.1248/cpb.35.996

Reference yield:

7-(1-hydroxy-4-thiacyclohexyl)-7-phenylthio-8-oxo-2,2-dimethyl-3-oxa-1-azabicyclo[4.2.0]octane (98810-72-1) → 4-{(2R,3R)-3-[4-(2-Methoxy-ethoxymethoxy)-1,1-dioxo-hexahydro-1λ6-thiopyran-4-yl]-4-oxo-azetidin-2-yl}-3-oxo-butyric acid 4-nitro-benzyl ester (98810-77-6,115995-81-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 64 percent / azobisisobutyronitrile, triphenyltin hydride / acetone

2: diisopropylethylamine / CH₂Cl₂

3: 70 percent m-chloroperbenzoic acid / CH₂Cl₂

4: 8 N Jones reagent / acetone

5: 1.) N,N-carbonyldiimidazole / 1.) THF; 2.) THF

With jones reagent; 2,2'-azobis(isobutyronitrile); triphenylstannane; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; 1,1'-carbonyldiimidazole; In dichloromethane; acetone;

DOI:10.1248/cpb.35.996

upstream raw materials:

magnesium 4-nitrobenzyl malonate

{(2R,3R)-3-[4-(2-Methoxy-ethoxymethoxy)-1,1-dioxo-hexahydro-1λ⁶-thiopyran-4-yl]-4-oxo-azetidin-2-yl}-acetic acid

Tetrahydrothiopyran-4-one

(6R,7R)-7-[4-(2-Methoxy-ethoxymethoxy)-tetrahydro-thiopyran-4-yl]-2,2-dimethyl-3-oxa-1-aza-bicyclo[4.2.0]octan-8-one

Downstream raw materials:

(5S,6S)-3-(2-Acetylamino-ethylsulfanyl)-6-(4-hydroxy-1,1-dioxo-hexahydro-1λ⁶-thiopyran-4-yl)-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid 4-nitro-benzyl ester

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