Toluene-4-sulfonic acid (2S,3S,4S)-3,4-bis-benzyloxy-2-hydroxy-hept-5-ynyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (2S,3S,4S)-3,4-bis-benzyloxy-2-hydroxy-hept-5-ynyl ester
CAS No.:135346-70-2
Molecular Formula:C₂₈H₃₀O₆S
Molecular Weight:494.609
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (2S,3S,4S)-3,4-bis-benzyloxy-2-hydroxy-hept-5-ynyl ester

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Chemical Property of Toluene-4-sulfonic acid (2S,3S,4S)-3,4-bis-benzyloxy-2-hydroxy-hept-5-ynyl ester

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Technology Process of Toluene-4-sulfonic acid (2S,3S,4S)-3,4-bis-benzyloxy-2-hydroxy-hept-5-ynyl ester

There total 5 articles about Toluene-4-sulfonic acid (2S,3S,4S)-3,4-bis-benzyloxy-2-hydroxy-hept-5-ynyl 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: 67.0%

: 135346-68-8
(2S,3S,4S)-3,4-Bis-benzyloxy-hept-5-yne-1,2-diol

: 98-59-9
p-toluenesulfonyl chloride

: 135346-70-2
Toluene-4-sulfonic acid (2S,3S,4S)-3,4-bis-benzyloxy-2-hydroxy-hept-5-ynyl ester

Guidance literature:: With pyridine; at 20 ℃;
DOI:10.1016/S0040-4039(00)78896-4

Reference yield:

: 135346-54-2
3,4-di-O-benzyl-1,2-dideoxy-5,6-O-isopropylidene-L-arabino-hex-1-ynitol

: 135346-70-2
Toluene-4-sulfonic acid (2S,3S,4S)-3,4-bis-benzyloxy-2-hydroxy-hept-5-ynyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 65 percent / n-BuLi, TMEDA / -78 to 20 deg C

2: 71 percent / APTS / methanol / 20 °C

3: 67 percent / pyridine / 20 °C

With pyridine; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt; In methanol;
DOI:10.1016/S0040-4039(00)78896-4

Reference yield:

: 75858-28-5
2,3-di-O-benzyl-4,5-O-isopropylidene-aldehydo-L-arabinose

: 135346-70-2
Toluene-4-sulfonic acid (2S,3S,4S)-3,4-bis-benzyloxy-2-hydroxy-hept-5-ynyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / n-BuLi, TMEDA / tetrahydrofuran / 20 °C

2: 74 percent / n-BuLi / tetrahydrofuran / -78 to -50 deg C

3: 65 percent / n-BuLi, TMEDA / -78 to 20 deg C

4: 71 percent / APTS / methanol / 20 °C

5: 67 percent / pyridine / 20 °C

With pyridine; n-butyllithium; N,N,N,N,-tetramethylethylenediamine; 8-aminopyrene-1,3,6-trisulfonic acid, trisodium salt; In tetrahydrofuran; methanol;
DOI:10.1016/S0040-4039(00)78896-4