(1R,2R,3R,4R,5S)-4-azido-1-[(1R)-1,2-dihydroxyethyl]bicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate]

Base Information

• Chemical Name: (1R,2R,3R,4R,5S)-4-azido-1-[(1R)-1,2-dihydroxyethyl]bicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate]
• CAS No.: 1011267-66-5
• Molecular Formula: C₂₈H₂₉N₃O₁₀
• Molecular Weight: 567.552
• Mol file: 1011267-66-5.mol

Synonyms:(1R,2R,3R,4R,5S)-4-azido-1-[(1R)-1,2-dihydroxyethyl]bicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate]

Chemical Property of (1R,2R,3R,4R,5S)-4-azido-1-[(1R)-1,2-dihydroxyethyl]bicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate]

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of (1R,2R,3R,4R,5S)-4-azido-1-[(1R)-1,2-dihydroxyethyl]bicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate]

There total 1 articles about (1R,2R,3R,4R,5S)-4-azido-1-[(1R)-1,2-dihydroxyethyl]bicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate] 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:

4-azido-1-(2,2-dimethyl-1,3-dioxolan-4-yl)bicyclo[3.1.0]hexane-2,3-diol + (S)-acetylmandelic acid (7322-88-5) → (1S,2S,3S,4S,5R)-4-azido-1-[(1S)-1,2-dihydroxyethyl]bicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate] (1011267-67-6) + (1R,2R,3R,4R,5S)-4-azido-1-[(1R)-1,2-dihydroxyethyl]bicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate] (1011267-66-5)

Guidance literature:

4-azido-1-(2,2-dimethyl-1,3-dioxolan-4-yl)bicyclo[3.1.0]hexane-2,3-diol; (S)-acetylmandelic acid; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 0.5h;

With water; acetic acid; In tetrahydrofuran; at 50 ℃; for 12h;

DOI:10.1021/ol703041y

Reference yield: 90.0%

(1R,2R,3R,4R,5S)-4-azido-1-[(1R)-1,2-dihydroxyethyl]bicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate] (1011267-66-5) → (1S,2R,3R,4R,5S)-4-azido-1-formylbicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate] (1011267-68-7)

Guidance literature:

With sodium periodate; sodium hydrogencarbonate; In tetrahydrofuran; water; for 2h;

DOI:10.1021/ol703041y

upstream raw materials:

(S)-acetylmandelic acid

Downstream raw materials:

(1S,2R,3R,4R,5S)-4-azido-1-formylbicyclo[3.1.0]hexane-2,3-diyl (2S,2'S)-bis[(acetoxy)(phenyl)ethanoate]