Benzoic acid (2S,4R)-4-(2-methoxy-ethoxymethoxy)-2-methyl-5-(toluene-4-sulfonyloxy)-pentyl ester

Base Information

Chemical Name:Benzoic acid (2S,4R)-4-(2-methoxy-ethoxymethoxy)-2-methyl-5-(toluene-4-sulfonyloxy)-pentyl ester
CAS No.:199661-55-7
Molecular Formula:C₂₄H₃₂O₈S
Molecular Weight:480.579
Hs Code.:

Synonyms:Benzoic acid (2S,4R)-4-(2-methoxy-ethoxymethoxy)-2-methyl-5-(toluene-4-sulfonyloxy)-pentyl ester

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Chemical Property of Benzoic acid (2S,4R)-4-(2-methoxy-ethoxymethoxy)-2-methyl-5-(toluene-4-sulfonyloxy)-pentyl ester

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Technology Process of Benzoic acid (2S,4R)-4-(2-methoxy-ethoxymethoxy)-2-methyl-5-(toluene-4-sulfonyloxy)-pentyl ester

There total 6 articles about Benzoic acid (2S,4R)-4-(2-methoxy-ethoxymethoxy)-2-methyl-5-(toluene-4-sulfonyloxy)-pentyl 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:

: 98-88-4
benzoyl chloride

: 199661-55-7
Benzoic acid (2S,4R)-4-(2-methoxy-ethoxymethoxy)-2-methyl-5-(toluene-4-sulfonyloxy)-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / pyridine / CH₂Cl₂ / 0 deg C, 6 h; 16 h, rt

2: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 16 h

3: Bu₄NF / tetrahydrofuran / 2 h

4: 73 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h

With pyridine; dmap; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.3891/acta.chem.scand.51-1217

Reference yield:

: 147200-08-6
(3S,5R)-5-(tert-butyldiphenylsilyloxymethyl)-3-methyl-dihydrofuran-2(3H)-one

: 199661-55-7
Benzoic acid (2S,4R)-4-(2-methoxy-ethoxymethoxy)-2-methyl-5-(toluene-4-sulfonyloxy)-pentyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1M DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

2: NaBH₄ / ethanol / 3 h / 0 °C

3: 99 percent / pyridine / CH₂Cl₂ / 0 deg C, 6 h; 16 h, rt

4: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 16 h

5: Bu₄NF / tetrahydrofuran / 2 h

6: 73 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h

With pyridine; dmap; sodium tetrahydroborate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.3891/acta.chem.scand.51-1217

Reference yield:

: 199661-51-3
(2S,4R)-5-(tert-butyldiphenylsilyloxy)-2-methylpentane-1,4-diol

: 199661-55-7
Benzoic acid (2S,4R)-4-(2-methoxy-ethoxymethoxy)-2-methyl-5-(toluene-4-sulfonyloxy)-pentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / pyridine / CH₂Cl₂ / 0 deg C, 6 h; 16 h, rt

2: 95 percent / i-Pr₂NEt / CH₂Cl₂ / 16 h

3: Bu₄NF / tetrahydrofuran / 2 h

4: 73 percent / Et₃N, DMAP / CH₂Cl₂ / 24 h

With pyridine; dmap; tetrabutyl ammonium fluoride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane;
DOI:10.3891/acta.chem.scand.51-1217