p-tolyl onate

Base Information

• Chemical Name: p-tolyl onate
• CAS No.: 125211-51-0
• Molecular Formula: C₃₃H₆₂O₇Si₃
• Molecular Weight: 655.108

Synonyms:

Chemical Property of p-tolyl onate

Chemical Property:

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Technology Process of p-tolyl onate

There total 8 articles about p-tolyl 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: 54.0%

p-cresol (106-44-5) + methyl onate (125211-47-4,125211-48-5) → p-tolyl onate (125211-51-0,125211-52-1)

Guidance literature:

With molecular sieve; mercury dichloride; In dichloromethane; for 48h; Ambient temperature;

Reference yield: 54.0%

p-cresol (106-44-5) + methyl onate (125211-47-4,125211-48-5) → 1-methoxycarbonyl-3,4,6-tri-O-(t-butyldimethylsilyl)-D-galactal (125211-53-2) + p-tolyl onate (125211-51-0,125211-52-1)

Guidance literature:

With molecular sieve; mercury dichloride; Ambient temperature;

DOI:10.1016/0008-6215(89)84158-8

Reference yield:

phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-sulphonyl-αβ-D-lyxo-pyranoside (104016-87-7,104039-25-0,125211-45-2,125211-46-3) → p-tolyl onate (125211-51-0,125211-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) butyl-lithium, 2.) lithium naphthalenide / 1.) THF, -70 deg C, 2.) THF, -70 deg C

2: 54 percent / molecular sieves, HgCl₂ / Ambient temperature

With n-butyllithium; molecular sieve; naphthalen-1-yl-lithium; mercury dichloride;

DOI:10.1016/0008-6215(89)84158-8

upstream raw materials:

p-cresol

methyl onate

phenyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-1-sulphonyl-αβ-D-lyxo-pyranoside

(((2R,3S,4R)-2-(((tert-butyldimethylsilyl)oxy)methyl)-3,4-dihydro-2H-pyran-3,4-diyl)bis(oxy))bis(tert-butyldimethylsilane)

Downstream raw materials:

(4R,5S,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-p-tolyloxy-tetrahydro-pyran-2-carboxylic acid

p-Tolyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-β-D-galacto-pyranoside

p-Tolyl 3,4,6-tri-O-(t-butyldimethylsilyl)-2-deoxy-α-D-galacto-pyranoside

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