Toluene-4-sulfonic acid (2R,3S)-3-hydroxy-4-(4-methoxy-benzyloxy)-2-methyl-butyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3S)-3-hydroxy-4-(4-methoxy-benzyloxy)-2-methyl-butyl ester
CAS No.:476452-90-1
Molecular Formula:C₂₀H₂₆O₆S
Molecular Weight:394.489
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,3S)-3-hydroxy-4-(4-methoxy-benzyloxy)-2-methyl-butyl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,3S)-3-hydroxy-4-(4-methoxy-benzyloxy)-2-methyl-butyl ester

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Technology Process of Toluene-4-sulfonic acid (2R,3S)-3-hydroxy-4-(4-methoxy-benzyloxy)-2-methyl-butyl ester

There total 4 articles about Toluene-4-sulfonic acid (2R,3S)-3-hydroxy-4-(4-methoxy-benzyloxy)-2-methyl-butyl 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:

: 143833-81-2
(Z)-4-(4-methoxybenzyloxy)but-2-en-1-ol

: 476452-90-1
Toluene-4-sulfonic acid (2R,3S)-3-hydroxy-4-(4-methoxy-benzyloxy)-2-methyl-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: (-)-diethyl tartrate; Ti(O-iPr)4; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 48 h / -20 °C

2: diethyl ether / 3.5 h / -50 - -20 °C

3: pyridine / 40 h / 0 - 4 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; (-)-diethyl tartrate; 4 A molecular sieve; In diethyl ether; decane; dichloromethane; 1: Sharpless asymmetric epoxidation;
DOI:10.1021/ja0533646

Reference yield:

: 824-94-2
p-methoxybenzyl chloride

: 476452-90-1
Toluene-4-sulfonic acid (2R,3S)-3-hydroxy-4-(4-methoxy-benzyloxy)-2-methyl-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 70 percent / NaH / tetrahydrofuran; dimethylformamide / 1 h / 20 °C

2: (-)-diethyl tartrate; Ti(O-iPr)4; t-BuOOH / molecular sieves 4 Angstroem / CH₂Cl₂; decane / 48 h / -20 °C

3: diethyl ether / 3.5 h / -50 - -20 °C

4: pyridine / 40 h / 0 - 4 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; sodium hydride; (-)-diethyl tartrate; 4 A molecular sieve; In tetrahydrofuran; diethyl ether; decane; dichloromethane; N,N-dimethyl-formamide; 2: Sharpless asymmetric epoxidation;
DOI:10.1021/ja0533646