4-methyl-benzenesulfonic acid (S)-3-(4-methoxy-benzyloxy)-2-methyl-propyl ester

Base Information

• Chemical Name: 4-methyl-benzenesulfonic acid (S)-3-(4-methoxy-benzyloxy)-2-methyl-propyl ester
• CAS No.: 527743-00-6
• Molecular Formula: C₁₉H₂₄O₅S
• Molecular Weight: 364.463
• Mol file: 527743-00-6.mol

Synonyms:4-methyl-benzenesulfonic acid (S)-3-(4-methoxy-benzyloxy)-2-methyl-propyl ester

Chemical Property of 4-methyl-benzenesulfonic acid (S)-3-(4-methoxy-benzyloxy)-2-methyl-propyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methyl-benzenesulfonic acid (S)-3-(4-methoxy-benzyloxy)-2-methyl-propyl ester

There total 3 articles about 4-methyl-benzenesulfonic acid (S)-3-(4-methoxy-benzyloxy)-2-methyl-propyl ester 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: 100.0%

(2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol (136320-64-4) + p-toluenesulfonyl chloride (98-59-9) → 4-methyl-benzenesulfonic acid (S)-3-(4-methoxy-benzyloxy)-2-methyl-propyl ester (527743-00-6)

Guidance literature:

With pyridine; Inert atmosphere;

DOI:10.1021/ol901591t

Reference yield:

methyl (2S)-[(4-methoxybenzyl)oxy]-2-methylpropanoate (132969-71-2) → 4-methyl-benzenesulfonic acid (S)-3-(4-methoxy-benzyloxy)-2-methyl-propyl ester (527743-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 0 - 20 °C / Inert atmosphere

1.2: Cooling with ice

2.1: pyridine / 0 - 20 °C

With pyridine; lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1021/ja202211k

Reference yield:

N-(4-methoxybenzyl)-2,2,2-trichloroacetamide (123558-64-5) → 4-methyl-benzenesulfonic acid (S)-3-(4-methoxy-benzyloxy)-2-methyl-propyl ester (527743-00-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: trifluorormethanesulfonic acid / diethyl ether / 2.5 h / -78 - 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / diethyl ether / 0 - 20 °C / Inert atmosphere

2.2: Cooling with ice

3.1: pyridine / 0 - 20 °C

With pyridine; lithium aluminium tetrahydride; trifluorormethanesulfonic acid; In diethyl ether;

DOI:10.1021/ja202211k

upstream raw materials:

(2R)-3-[(4-methoxybenzyl)oxy]-2-methylpropanol

p-toluenesulfonyl chloride

methyl (2S)-[(4-methoxybenzyl)oxy]-2-methylpropanoate

N-(4-methoxybenzyl)-2,2,2-trichloroacetamide

Downstream raw materials:

(R)-1-((2,4-dimethylpentyloxy)methyl)-4-methoxybenzene

1-methoxy-4-((R)-(-)-2-methylbutoxymethyl)benzene

C₁₈H₂₂O₂S

tert-Butyl-((Z)-4-{(2R,6S)-6-[(R)-3-(4-methoxy-benzyloxy)-2-methyl-propyl]-5,6-dihydro-2H-pyran-2-yl}-but-2-enyloxy)-dimethyl-silane