Toluene-4-sulfonic acid (1R,2S,3R,4S,5S)-2,3,4-tris-benzyloxy-5-hydroxy-cycloheptyl ester

Base Information

Chemical Name:Toluene-4-sulfonic acid (1R,2S,3R,4S,5S)-2,3,4-tris-benzyloxy-5-hydroxy-cycloheptyl ester
CAS No.:146176-84-3
Molecular Formula:C₃₅H₃₈O₇S
Molecular Weight:602.749
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (1R,2S,3R,4S,5S)-2,3,4-tris-benzyloxy-5-hydroxy-cycloheptyl ester

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Chemical Property of Toluene-4-sulfonic acid (1R,2S,3R,4S,5S)-2,3,4-tris-benzyloxy-5-hydroxy-cycloheptyl ester

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Technology Process of Toluene-4-sulfonic acid (1R,2S,3R,4S,5S)-2,3,4-tris-benzyloxy-5-hydroxy-cycloheptyl ester

There total 6 articles about Toluene-4-sulfonic acid (1R,2S,3R,4S,5S)-2,3,4-tris-benzyloxy-5-hydroxy-cycloheptyl 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:

: 146176-83-2
Toluene-4-sulfonic acid (1R,2S,3S,4R)-2,3,4-tris-benzyloxy-5-oxo-cycloheptyl ester

: 146176-84-3
Toluene-4-sulfonic acid (1R,2S,3R,4S,5S)-2,3,4-tris-benzyloxy-5-hydroxy-cycloheptyl ester

Guidance literature:: With diisobutylaluminium hydride; In diethyl ether; at -50 ℃; Yield given;
DOI:10.1016/S0040-4039(00)74717-4

Reference yield:

: 141077-21-6,141195-15-5
(3aR,5R,6R,7R,8S)-6,7,8-Tris-benzyloxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazol-5-ol

: 146176-84-3
Toluene-4-sulfonic acid (1R,2S,3R,4S,5S)-2,3,4-tris-benzyloxy-5-hydroxy-cycloheptyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 75 percent / pyridine / 20 °C

2: 75 percent / hydrogen, B(OH)3 / Ra/Ni / methanol; H₂O

3: 88 percent / DMSO/(COCl)2, Et₃N / -60 °C

4: 75 percent / Zn, TMEDA, AcOH / ethanol / 2 h

5: diisobutylaluminium hydride / diethyl ether / -50 °C

With pyridine; oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen; boric acid; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; zinc; nickel; In methanol; diethyl ether; ethanol; water;
DOI:10.1016/S0040-4039(00)74717-4

Reference yield:

: 146176-86-5
Toluene-4-sulfonic acid (3aR,5R,6S,7R,8S)-6,7,8-tris-benzyloxy-3a,4,5,6,7,8-hexahydro-3H-cyclohepta[c]isoxazol-5-yl ester

: 146176-84-3
Toluene-4-sulfonic acid (1R,2S,3R,4S,5S)-2,3,4-tris-benzyloxy-5-hydroxy-cycloheptyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / hydrogen, B(OH)3 / Ra/Ni / methanol; H₂O

2: 88 percent / DMSO/(COCl)2, Et₃N / -60 °C

3: 75 percent / Zn, TMEDA, AcOH / ethanol / 2 h

4: diisobutylaluminium hydride / diethyl ether / -50 °C

With oxalyl dichloride; N,N,N,N,-tetramethylethylenediamine; hydrogen; boric acid; diisobutylaluminium hydride; acetic acid; dimethyl sulfoxide; triethylamine; zinc; nickel; In methanol; diethyl ether; ethanol; water;
DOI:10.1016/S0040-4039(00)74717-4