Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester

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Chemical Name:Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester
CAS No.:250660-88-9
Molecular Formula:C₅₄H₇₂O₈SSi₂
Molecular Weight:937.398
Hs Code.:

Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester

Synonyms:Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester

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Chemical Property of Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester

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Technology Process of Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester

There total 12 articles about Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-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:

: 69739-34-0
t-butyldimethylsiyl triflate

: 250660-88-9
Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

2.1: DIBAL / CH₂Cl₂ / -78 °C

3.1: (TMS)2NNa / tetrahydrofuran / 0 °C

4.1: 9-BBN / tetrahydrofuran

4.2: H₂O₂; NaOH / tetrahydrofuran

5.1: pyridine / 20 °C

With pyridine; 2,6-dimethylpyridine; 9-borabicyclo[3.3.1]nonane dimer; sodium hexamethyldisilazane; diisobutylaluminium hydride; In tetrahydrofuran; dichloromethane; 1.1: Etherification / 2.1: Reduction / 3.1: Condensation / 4.1: Addition / 4.2: Oxidation / 5.1: Tosylation;
DOI:10.1055/s-1999-3646

Reference yield:

: 173613-44-0
(2S,3R,4R,5S,6R)-2-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

: 250660-88-9
Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: PPTs / CH₂Cl₂ / 20 °C

2.1: NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C

3.1: DIBAL / CH₂Cl₂ / -20 °C

4.1: pyridine; DMAP / CH₂Cl₂ / 20 °C

5.1: 18-crown-6 / dimethylformamide / 80 °C

6.1: DDQ; H₂O / CH₂Cl₂ / 20 °C

7.1: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

8.1: DIBAL / CH₂Cl₂ / -78 °C

9.1: (TMS)2NNa / tetrahydrofuran / 0 °C

10.1: 9-BBN / tetrahydrofuran

10.2: H₂O₂; NaOH / tetrahydrofuran

11.1: pyridine / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; 9-borabicyclo[3.3.1]nonane dimer; 18-crown-6 ether; water; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; sodium hydride; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Etherification / 3.1: Reduction / 4.1: Tosylation / 5.1: Substitution / 6.1: Hydrolysis / 7.1: Etherification / 8.1: Reduction / 9.1: Condensation / 10.1: Addition / 10.2: Oxidation / 11.1: Tosylation;
DOI:10.1055/s-1999-3646

Reference yield:

: (4aR,6S,7R,8R,8aS)-6-[3-(tert-Butyl-diphenyl-silanyloxy)-propyl]-2-(4-methoxy-phenyl)-hexahydro-pyrano[3,2-d][1,3]dioxine-7,8-diol

: 250660-88-9
Toluene-4-sulfonic acid 3-{(2R,3R,4R,5S,6S)-4,5-bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-tetrahydro-pyran-2-yl}-propyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C

2.1: DIBAL / CH₂Cl₂ / -20 °C

3.1: pyridine; DMAP / CH₂Cl₂ / 20 °C

4.1: 18-crown-6 / dimethylformamide / 80 °C

5.1: DDQ; H₂O / CH₂Cl₂ / 20 °C

6.1: 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

7.1: DIBAL / CH₂Cl₂ / -78 °C

8.1: (TMS)2NNa / tetrahydrofuran / 0 °C

9.1: 9-BBN / tetrahydrofuran

9.2: H₂O₂; NaOH / tetrahydrofuran

10.1: pyridine / 20 °C

With pyridine; 2,6-dimethylpyridine; dmap; 9-borabicyclo[3.3.1]nonane dimer; 18-crown-6 ether; water; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Etherification / 2.1: Reduction / 3.1: Tosylation / 4.1: Substitution / 5.1: Hydrolysis / 6.1: Etherification / 7.1: Reduction / 8.1: Condensation / 9.1: Addition / 9.2: Oxidation / 10.1: Tosylation;
DOI:10.1055/s-1999-3646