C₁₈H₂₃NO₈

Base Information

• Chemical Name: C₁₈H₂₃NO₈
• CAS No.: 1289557-70-5
• Molecular Formula: C₁₈H₂₃NO₈
• Molecular Weight: 381.383
• Mol file: 1289557-70-5.mol

Synonyms:C₁₈H₂₃NO₈

Chemical Property of C₁₈H₂₃NO₈

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₈H₂₃NO₈

There total 15 articles about C₁₈H₂₃NO₈ 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: 74.0%

3-O-benzyl-5,6,7-trideoxy-1,2-O-isopropylidene-5-(methoxycarbonylamino)-α-D-gluco-hept-6-enfuranose (1289557-66-9) → C18H23NO8 (1289557-70-5)

Guidance literature:

With sodium periodate; rhodium(III) chloride hydrate; water; In tetrachloromethane; acetonitrile; at 20 ℃; for 6h;

DOI:10.1016/j.tetasy.2011.02.004

Reference yield:

(E)-5,6,7-trideoxy-1,2-O-isopropylidene-3-O-triisopropylsilyl-7-thiocyanato-α-D-xylo-hept-5-enfuranose (1289557-57-8) → C18H23NO8 (1289557-70-5)

Guidance literature:

Multi-step reaction with 6 steps

1.1: n-heptane / 24 h / 90 °C / Inert atmosphere

2.1: methanol / 6.5 h / 20 °C / Inert atmosphere

3.1: mesitylenecarbonitrile oxide / acetonitrile / 3 h / 20 °C / Inert atmosphere

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.67 h / 0 - 20 °C / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

5.2: 1.5 h / 0 - 20 °C / Inert atmosphere

6.1: sodium periodate; rhodium(III) chloride hydrate; water / tetrachloromethane; acetonitrile / 6 h / 20 °C

With sodium periodate; rhodium(III) chloride hydrate; tetrabutyl ammonium fluoride; water; sodium hydride; mesitylenecarbonitrile oxide; In tetrahydrofuran; methanol; tetrachloromethane; n-heptane; acetonitrile; 1.1: aza-Claisen rearrangement;

DOI:10.1016/j.tetasy.2011.02.004

Reference yield:

5,6,7-trideoxy-1,2-O-isopropylidene-3-O-triisopropylsilyl-5-(methoxycarbonylamino)-α-D-gluco-hept-6-enfuranose (1289557-64-7) → C18H23NO8 (1289557-70-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.67 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2.2: 1.5 h / 0 - 20 °C / Inert atmosphere

3.1: sodium periodate; rhodium(III) chloride hydrate; water / tetrachloromethane; acetonitrile / 6 h / 20 °C

With sodium periodate; rhodium(III) chloride hydrate; tetrabutyl ammonium fluoride; water; sodium hydride; In tetrahydrofuran; tetrachloromethane; acetonitrile;

DOI:10.1016/j.tetasy.2011.02.004

upstream raw materials:

(E)-3-O-benzyl-5,6,7-trideoxy-1,2-O-isopropylidene-7-thiocyanato-α-D-xylo-hept-5-enfuranose

(E)-5,6,7-trideoxy-1,2-O-isopropylidene-3-O-triisopropylsilyl-7-thiocyanato-α-D-xylo-hept-5-enfuranose

3-O-benzyl-5,6,7-trideoxy-1,2-O-isopropylidene-5-isothiocyanato-α-D-gluco-hept-6-enfuranose

5,6,7-trideoxy-1,2-O-isopropylidene-3-O-triisopropylsilyl-5-isothiocyanato-α-D-gluco-hept-6-enfuranose

Downstream raw materials:

methyl 1,2-di-O-acetyl-3-O-benzyl-5-deoxy-5-(methoxycarbonylamino)-α-D-gluco-hexofuranuronate

methyl 1,2-di-O-acetyl-3-O-benzyl-5-deoxy-5-(methoxycarbonylamino)-β-D-gluco-hexofuranuronate

methyl 3-O-benzyl-5-deoxy-1,2-O-isopropylidene-5-(methoxycarbonylamino)-α-D-gluco-hexofuranuronate

Refernces