1H-Cyclopentcisoxazole-3,4,5,6-tetrol, hexahydro-1-methyl-, tetraacetate (ester), 3S-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-

Base Information

• Chemical Name: 1H-Cyclopentcisoxazole-3,4,5,6-tetrol, hexahydro-1-methyl-, tetraacetate (ester), 3S-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-
• CAS No.: 88196-03-6
• Molecular Formula: C₁₅H₂₁NO₉
• Molecular Weight: 359.333
• Mol file: 88196-03-6.mol

Synonyms:1H-Cyclopentcisoxazole-3,4,5,6-tetrol, hexahydro-1-methyl-, tetraacetate (ester), 3S-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-

Chemical Property of 1H-Cyclopentcisoxazole-3,4,5,6-tetrol, hexahydro-1-methyl-, tetraacetate (ester), 3S-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-

Chemical Property:

• PSA: 117.67000
• LogP: -0.51600

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Cyclopentcisoxazole-3,4,5,6-tetrol, hexahydro-1-methyl-, tetraacetate (ester), 3S-(3.alpha.,3a.beta.,4.beta.,5.alpha.,6.beta.,6a.beta.)-

There total 13 articles about 1H-Cyclopentcisoxazole-3,4,5,6-tetrol, hexahydro-1-methyl-, tetraacetate (ester), 3S-(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: 89.0%

acetic anhydride (108-24-7) + (1R,5S)-6-exo,7-endo,8-exo-triacetoxy-4-exo-hydroxy-N-methyl-3-oxa-2-azabicyclo<3.3.0>octane (88111-88-0) → (1R,5S)-4-exo,6-exo,7-endo,8-exo-tetra-acetoxy-N-methyl-3-oxa-2-azabicyclo<3.3.0>octane (88111-89-1,88196-03-6)

Guidance literature:

With pyridine; 1.) -15 deg C, 0.5 h, 2.) 20 deg C, 2 h;

Reference yield: 24.0%

acetic anhydride (108-24-7) + (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) → (1R,5S)-4-exo,6-exo,7-endo,8-exo-tetra-acetoxy-N-methyl-3-oxa-2-azabicyclo<3.3.0>octane (88111-89-1,88196-03-6) + (1R,5S)-4-endo,6-exo,7-endo,8-exo-tetra-acetoxy-N-methyl-3-oxa-2-azabicyclo<3.3.0>octane (88111-89-1,88196-03-6)

Guidance literature:

With boron trifluoride diethyl etherate; at 85 ℃; for 1.5h;

Reference yield: 24.0%

acetic anhydride (108-24-7) + (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) → (1R,5S)-4-exo,6-exo,7-endo,8-exo-tetra-acetoxy-N-methyl-3-oxa-2-azabicyclo<3.3.0>octane (88111-89-1,88196-03-6) + (1R,5S)-4-endo,6-exo,7-endo,8-exo-tetra-acetoxy-N-methyl-3-oxa-2-azabicyclo<3.3.0>octane (88111-89-1,88196-03-6)

Guidance literature:

With boron trifluoride diethyl etherate; at 85 ℃; for 1.5h;

upstream raw materials:

acetic anhydride

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

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

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

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