Toluene-4-sulfonic acid (2R,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2R,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptyl ester
CAS No.:171189-82-5
Molecular Formula:C₂₂H₃₀O₅S
Molecular Weight:406.543
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2R,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptyl ester

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Chemical Property of Toluene-4-sulfonic acid (2R,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptyl ester

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Technology Process of Toluene-4-sulfonic acid (2R,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptyl ester

There total 4 articles about Toluene-4-sulfonic acid (2R,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptyl 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: 89.0%

: 98-59-9
p-toluenesulfonyl chloride

: 171189-81-4
(2R,3R)-7-Benzyloxy-2-methyl-heptane-1,3-diol

: 171189-82-5
Toluene-4-sulfonic acid (2R,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptyl ester

Guidance literature:: With pyridine; at 0 ℃; for 42h;
DOI:10.1021/ja00136a008

Reference yield:

: 78999-24-3
5-benzyloxy-1-pentanal

: 171189-82-5
Toluene-4-sulfonic acid (2R,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 9-BBNOTf, i-Pr₂NEt / 1.) CH₂Cl₂, a) -78 deg C, 30 min, b) 0 deg C, 3 h, 2.) CH₂Cl₂, 23 deg C, 12 h

2: 17.5 g / aq. LiOH, 30percent aq. H₂O₂ / tetrahydrofuran / 3 h / 0 °C

3: 92 percent / LiAlH₄ / tetrahydrofuran / 8 h / Heating

4: 89 percent / pyridine / 42 h / 0 °C

With pyridine; lithium hydroxide; lithium aluminium tetrahydride; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; 9-BBN triflate; In tetrahydrofuran;
DOI:10.1021/ja00136a008

Reference yield:

: 171189-80-3
(2S,3R)-7-Benzyloxy-3-hydroxy-2-methyl-heptanoic acid

: 171189-82-5
Toluene-4-sulfonic acid (2R,3R)-7-benzyloxy-3-hydroxy-2-methyl-heptyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / LiAlH₄ / tetrahydrofuran / 8 h / Heating

2: 89 percent / pyridine / 42 h / 0 °C

With pyridine; lithium aluminium tetrahydride; In tetrahydrofuran;
DOI:10.1021/ja00136a008