Toluene-4-sulfonic acid (S)-3-{(2R,4S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-2-hydroxy-propyl ester

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Chemical Name:Toluene-4-sulfonic acid (S)-3-{(2R,4S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-2-hydroxy-propyl ester
CAS No.:131522-39-9
Molecular Formula:C₃₇H₅₀O₇SSi
Molecular Weight:666.951
Hs Code.:

Synonyms:Toluene-4-sulfonic acid (S)-3-{(2R,4S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-2-hydroxy-propyl ester

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Chemical Property of Toluene-4-sulfonic acid (S)-3-{(2R,4S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-2-hydroxy-propyl ester

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Technology Process of Toluene-4-sulfonic acid (S)-3-{(2R,4S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-2-hydroxy-propyl ester

There total 11 articles about Toluene-4-sulfonic acid (S)-3-{(2R,4S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-2-hydroxy-propyl 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: 83.0%

: 120341-87-9
(S)-3-{(2R,4S)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-propane-1,2-diol

: 98-59-9
p-toluenesulfonyl chloride

: 131522-39-9
Toluene-4-sulfonic acid (S)-3-{(2R,4S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-2-hydroxy-propyl ester

Guidance literature:: With pyridine; at 0 ℃; for 3h;
DOI:10.1248/cpb.38.2574

Reference yield:

: 125975-53-3,147220-48-2,116996-54-4
(2S)-O-(tert-butyldiphenylsilyl)-1,2-epoxybutan-4-ol

: 131522-39-9
Toluene-4-sulfonic acid (S)-3-{(2R,4S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-2-hydroxy-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) n-BuLi / 1.) THF, -20 deg C, 2 h, 2.) 17 h

2: 78 percent / NBS, AgNO₃, 2,6-lutidine / H₂O; acetonitrile / 0.12 h

3: LiAlH₄, LiI / diethyl ether / 0.5 h / -100 °C

4: 93 percent / PPTS / CH₂Cl₂ / 7 h

5: 42 percent / acetic acid; tetrahydrofuran / 48 h / -10 °C

6: pyridine / 3 h / 0 °C

With pyridine; 2,6-dimethylpyridine; N-Bromosuccinimide; lithium aluminium tetrahydride; n-butyllithium; pyridinium p-toluenesulfonate; silver nitrate; lithium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(00)82885-3

Reference yield:

: 120341-84-6
(2S,4S,6S)-8-(O-tert-butyldiphenylsilyl)-1,2-(O-isopropylidene)-octane-1,2,4,6,8-pentol

: 131522-39-9
Toluene-4-sulfonic acid (S)-3-{(2R,4S)-4-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-1,5-dioxa-spiro[5.5]undec-2-yl}-2-hydroxy-propyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / PPTS / CH₂Cl₂ / 7 h

2: 42 percent / acetic acid; tetrahydrofuran / 48 h / -10 °C

3: pyridine / 3 h / 0 °C

With pyridine; pyridinium p-toluenesulfonate; In tetrahydrofuran; dichloromethane; acetic acid;
DOI:10.1016/S0040-4039(00)82885-3