12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one

Base Information

Chemical Name:12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one
CAS No.:249928-52-7
Molecular Formula:C₄₁H₅₉NO₅SSi
Molecular Weight:706.075
Hs Code.:

Synonyms:12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one

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Chemical Property of 12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one

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Technology Process of 12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one

There total 17 articles about 12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one 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:

: (E)-12-[(2S,5R,6S)-5-Benzyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodec-10-en-3-one

: 249928-52-7
12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1016/S0040-4039(99)01387-8

Reference yield:

: 629-41-4
1,8-Octanediol

: 249928-52-7
12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one

Guidance literature:: Multi-step reaction with 8 steps

1: 59 percent / HBr / benzene / Heating

2: 75 percent / PCC / CH₂Cl₂

3: 95 percent / diethyl ether

4: 80 percent / PCC / CH₂Cl₂

5: 75 percent / H₂SO₄ / toluene

6: 68 percent / PPh₃; n-BuLi

7: HCl / H₂O

8: H₂ / Pd-C / ethanol

With hydrogenchloride; n-butyllithium; sulfuric acid; hydrogen bromide; hydrogen; triphenylphosphine; pyridinium chlorochromate; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; water; toluene; benzene; 1: Bromination / 2: Oxidation / 3: Grignard reaction / 4: Oxidation / 5: Condensation / 6: Wittig reaction / 7: Hydrolysis / 8: Catalytic hydrogenation;
DOI:10.1016/S0040-4039(99)01387-8

Reference yield:

: 50816-19-8
8-bromooctanol

: 249928-52-7
12-[(2R,5R,6S)-6-(tert-Butyl-diphenyl-silanyloxymethyl)-5-hydroxy-1-(toluene-4-sulfonyl)-piperidin-2-yl]-dodecan-3-one

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / PCC / CH₂Cl₂

2: 95 percent / diethyl ether

3: 80 percent / PCC / CH₂Cl₂

4: 75 percent / H₂SO₄ / toluene

5: 68 percent / PPh₃; n-BuLi

6: HCl / H₂O

7: H₂ / Pd-C / ethanol

With hydrogenchloride; n-butyllithium; sulfuric acid; hydrogen; triphenylphosphine; pyridinium chlorochromate; palladium on activated charcoal; In diethyl ether; ethanol; dichloromethane; water; toluene; 1: Oxidation / 2: Grignard reaction / 3: Oxidation / 4: Condensation / 5: Wittig reaction / 6: Hydrolysis / 7: Catalytic hydrogenation;
DOI:10.1016/S0040-4039(99)01387-8