Methyl onate

Base Information

• Chemical Name: Methyl onate
• CAS No.: 156726-99-7
• Molecular Formula: C₂₈H₃₇NO₁₂S₂
• Molecular Weight: 643.733

Synonyms:Methyl onate

Chemical Property of Methyl onate

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Methyl onate

There total 7 articles about Methyl onate 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: 93.0%

Methyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-3-(phenylthio)-D-erythro-α/β-L-gluco-2-nonulopyranosonate + ethanethiol (75-08-1) → Methyl onate (156726-99-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00116a022

Reference yield: 86.0%

Methyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-3-(phenylthio)-D-erythro-β-L-gluco-2-nonulopyranosonate (156726-98-6) + ethanethiol (75-08-1) → Methyl onate (156726-99-7)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 18h;

DOI:10.1039/c39940000831

Reference yield:

methyl-2,3-didehydro-4,7,8,9-tetra-O-acetyl-N-acetylneuraminate (73960-72-2) → Methyl onate (156726-99-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / CH₂Cl₂ / 168 h / 20 °C

2: 1.)Hg(OAc)2, AcOH, 2.) BF₃*Et₂O / 1.) 40 deg C, 18 h, 2.) CH₂Cl₂, 20 deg C, 18 h

With boron trifluoride diethyl etherate; mercury(II) diacetate; acetic acid; In dichloromethane;

DOI:10.1039/c39940000831

upstream raw materials:

acetic anhydride

(2S,3S,4R,5S,6R)-4-Acetoxy-5-acetylamino-2-chloro-3-phenylsulfanyl-6-((1S,2R)-1,2,3-triacetoxy-propyl)-tetrahydro-pyran-2-carboxylic acid methyl ester

ethanethiol

Methyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-3-(phenylthio)-D-erythro-β-L-gluco-2-nonulopyranosonate

Downstream raw materials:

2-(Trimethylsilyl)ethyl 2,3,6-tri-O-benzyl-4-O-<2,4,6-tri-O-benzyl-3-O-onate>-β-D-galactopyranosyl>-β-D-glucopyranoside

methyl onate

2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-N,N-diacetylamino-3,5-dideoxy-3-phenylthio-D-erythro-β-L-gluco-non-2-ulopyranosylonate)-(2->3)-(2,6-di-O-acetyl-β-D-galactopyranosyl)-(1->4)-2,3-di-O-acetyl-β-D-xylopyranoside

methyl [2-(trimethylsilyl)ethyl (methyl 4,7,8,9-tetra-O-acetyl-5-N,N-diacetylamino-3,5-dideoxy-3-phenylthio-D-erythro-β-L-gluco-non-2-ulopyranosylonate)-(2->8)-5-acetamido-4-O-benzoyl-3,5-dideoxy-9-O-p-methoxybenzyl-D-glycero-α-D-galacto-non-...]

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