1H-Cyclopentcisoxazole-4,5,6-triol, hexahydro-1-methyl-3-(phenylthio)-, triacetate (ester), 3R-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-

Base Information

• Chemical Name: 1H-Cyclopentcisoxazole-4,5,6-triol, hexahydro-1-methyl-3-(phenylthio)-, triacetate (ester), 3R-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-
• CAS No.: 88111-83-5
• Molecular Formula: C19H23NO7S
• Molecular Weight: 409.45
• Mol file: 88111-83-5.mol

Synonyms:1H-Cyclopentcisoxazole-4,5,6-triol, hexahydro-1-methyl-3-(phenylthio)-, triacetate (ester), 3R-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-

Chemical Property of 1H-Cyclopentcisoxazole-4,5,6-triol, hexahydro-1-methyl-3-(phenylthio)-, triacetate (ester), 3R-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1H-Cyclopentcisoxazole-4,5,6-triol, hexahydro-1-methyl-3-(phenylthio)-, triacetate (ester), 3R-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-

There total 4 articles about 1H-Cyclopentcisoxazole-4,5,6-triol, hexahydro-1-methyl-3-(phenylthio)-, triacetate (ester), 3R-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)- 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: 38.0%

Acetic acid (E)-(1S,2R)-2-acetoxy-1-((R)-1-acetoxy-2-oxo-ethyl)-4-phenylsulfanyl-but-3-enyl ester → (6R)-3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-6-phenylthio-D-arabino-hex-1-enitol (88111-85-7,88196-02-5) + (6S)-3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-6-phenylthio-D-arabino-hex-1-enitol (88111-85-7,88196-02-5) + (1R,5S)-6-exo,7-endo,8-exo-triacetoxy-N-methyl-4-exo-phenylthio-3-oxa-2-azabicyclo<3.3.0>octane (88196-01-4) + (1R,5S)-6-exo,7-endo,8-exo-triacetoxy-N-methyl-4-endo-phenylthio-3-oxa-2-azabicyclo<3.3.0>octane (88111-83-5)

Guidance literature:

With pyridine; N-methylhydroxyamine hydrochloride; In ethanol; at 50 ℃; for 0.5h; Further byproducts given;

Reference yield: 38.0%

Acetic acid (E)-(1S,2R)-2-acetoxy-1-((R)-1-acetoxy-2-oxo-ethyl)-4-phenylsulfanyl-but-3-enyl ester → 3,4-di-O-acetyl-1,5-anhydro-2-deoxy-6-S-phenyl-6-thio-D-arabino-hex-1-enitol (88111-84-6) + (6S)-3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-6-phenylthio-D-arabino-hex-1-enitol (88111-85-7,88196-02-5) + (1R,5S)-6-exo,7-endo,8-exo-triacetoxy-N-methyl-4-exo-phenylthio-3-oxa-2-azabicyclo<3.3.0>octane (88196-01-4) + (1R,5S)-6-exo,7-endo,8-exo-triacetoxy-N-methyl-4-endo-phenylthio-3-oxa-2-azabicyclo<3.3.0>octane (88111-83-5)

Guidance literature:

With pyridine; N-methylhydroxyamine hydrochloride; In ethanol; at 50 ℃; for 0.5h; Further byproducts given;

Reference yield: 38.0%

N-methylhydroxyamine hydrochloride (4229-44-1) + Acetic acid (E)-(1S,2R)-2-acetoxy-1-((R)-1-acetoxy-2-oxo-ethyl)-4-phenylsulfanyl-but-3-enyl ester → 3,4-di-O-acetyl-1,5-anhydro-2-deoxy-6-S-phenyl-6-thio-D-arabino-hex-1-enitol (88111-84-6) + (6S)-3,4,6-tri-O-acetyl-1,5-anhydro-2-deoxy-6-phenylthio-D-arabino-hex-1-enitol (88111-85-7,88196-02-5) + (1R,5S)-6-exo,7-endo,8-exo-triacetoxy-N-methyl-4-exo-phenylthio-3-oxa-2-azabicyclo<3.3.0>octane (88196-01-4) + (1R,5S)-6-exo,7-endo,8-exo-triacetoxy-N-methyl-4-endo-phenylthio-3-oxa-2-azabicyclo<3.3.0>octane (88111-83-5)

Guidance literature:

With pyridine; In ethanol; at 50 ℃; for 0.5h; Further byproducts given;

upstream raw materials:

N-methylhydroxyamine hydrochloride

(6R)-2,3,4,-tri-O-acetyl-1,6-anhydro-6-phenylthio-β-D-glucopyranose

Downstream raw materials:

(1R,5S)-4-exo,6-exo,7-endo,8-exo-tetra-acetoxy-N-methyl-3-oxa-2-azabicyclo<3.3.0>octane

E-(3S,4S,5R)-3,4-diacetoxy-5-(N-hydroxy-N-methylamino)-1-<2-(phenylthio)vinyl>cyclopent-1-ene

Z-(3S,4S,5R)-3,4-diacetoxy-5-(N-hydroxy-N-methylamino)-1-<2-(phenylthio)vinyl>cyclopent-1-ene

(3aS,4R,5S,6S,6aR)-1-Methyl-hexahydro-cyclopenta[c]isoxazole-3,4,5,6-tetraol

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