(2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol

Base Information

Chemical Name:(2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol
CAS No.:189760-86-9
Molecular Formula:C₅₂H₁₀₄O₈SSi₄
Molecular Weight:1001.8
Hs Code.:

(2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol

Synonyms:(2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol

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Chemical Property of (2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol

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Technology Process of (2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol

There total 20 articles about (2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol 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: 86.0%

: 189760-78-9
(3S)-[3(4S,6R)-2,2-di-tert-butylsilylene-6-methyl-1,3-dioxan-4-yl]butyl phenyl sulfone

: 189760-85-8
(3S,4R,5S,8R)-3,5-di-[(tert-butyldimethylsilyl)oxy]-8-{[(tert-butyldimethylsilyl)oxy]-methyl}-4-methyldecan-1-al

: 189760-86-9
(2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol

Guidance literature:: With n-butyllithium; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃; to RT;
DOI:10.1016/S0040-4039(97)00585-6

Reference yield:

: 106357-32-8
(2S,3S)-1-(benzyloxy)-2-methylhept-5-en-3-ol

: 189760-86-9
(2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 90 percent / Et₃N / CH₂Cl₂ / 0 °C

2: 85 percent / O₂ / PdCl₂, CuCl / dimethylformamide; H₂O / Ambient temperature

3: 78 percent / HF, pyr / tetrahydrofuran / Ambient temperature

4: 82 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / -30 °C

5: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

6: 96 percent / H₂ / 3 percent Pt/C / ethanol

7: 96 percent / I₂, Ph₃P, imidazole / benzene / Heating

8: 85 percent / n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C / to RT

9: 86 percent / n-BuLi, BF₃*Et₂O / tetrahydrofuran / -78 °C / to RT

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; n-butyllithium; boron trifluoride diethyl etherate; hydrogen fluoride; hydrogen; iodine; oxygen; triethylamine; triphenylphosphine; tetramethylammonium triacetoxyborohydride; platinum on activated charcoal; copper(l) chloride; palladium dichloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)00585-6

Reference yield:

: 189760-73-4
(4S,5S)-5-benzyloxymethyl-4-hydroxyhexan-2-one

: 189760-86-9
(2S,7S,8R,9S,12R)-4-Benzenesulfonyl-7,9-bis-(tert-butyl-dimethyl-silanyloxy)-12-(tert-butyl-dimethyl-silanyloxymethyl)-2-((4S,6R)-2,2-di-tert-butyl-6-methyl-[1,3,2]dioxasilinan-4-yl)-8-methyl-tetradecan-5-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 82 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / -30 °C

2: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

3: 96 percent / H₂ / 3 percent Pt/C / ethanol

4: 96 percent / I₂, Ph₃P, imidazole / benzene / Heating

5: 85 percent / n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / -78 °C / to RT

6: 86 percent / n-BuLi, BF₃*Et₂O / tetrahydrofuran / -78 °C / to RT

With 1H-imidazole; 2,6-dimethylpyridine; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; iodine; triphenylphosphine; tetramethylammonium triacetoxyborohydride; platinum on activated charcoal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; acetic acid; acetonitrile; benzene;
DOI:10.1016/S0040-4039(97)00585-6