tert-Butyl-((S)-1-{(4R,5S)-5-[(Z)-9-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-non-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethoxy)-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-((S)-1-{(4R,5S)-5-[(Z)-9-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-non-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethoxy)-dimethyl-silane
CAS No.:76183-00-1
Molecular Formula:C₅₃H₈₀O₆Si
Molecular Weight:841.3
Hs Code.:

Synonyms:tert-Butyl-((S)-1-{(4R,5S)-5-[(Z)-9-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-non-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethoxy)-dimethyl-silane

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Chemical Property of tert-Butyl-((S)-1-{(4R,5S)-5-[(Z)-9-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-non-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethoxy)-dimethyl-silane

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Technology Process of tert-Butyl-((S)-1-{(4R,5S)-5-[(Z)-9-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-non-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethoxy)-dimethyl-silane

There total 12 articles about tert-Butyl-((S)-1-{(4R,5S)-5-[(Z)-9-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-non-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethoxy)-dimethyl-silane 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%

: 76182-95-1
5-O-tert-butyldimethylsilyl-2-deoxy-3,4-O-isopropylidene-6-O-triphenylmethyl-aldehydo-L-glucose

: 76182-99-5
7-(5,5-dimethyl-2-n-hexyl-1-3-dioxan-2-yl)-n-heptyl-triphenylphosphonium bromide

: 76183-00-1
tert-Butyl-((S)-1-{(4R,5S)-5-[(Z)-9-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-non-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethoxy)-dimethyl-silane

Guidance literature:: With n-butyllithium; 1.) hexane, THF, 25 deg C, 10 min; 2.) THF, hexane, -70 deg C, 5 min;
DOI:10.1139/v81-044

Reference yield:

: 39516-38-6
1,8-tetradecane diol

: 76183-00-1
tert-Butyl-((S)-1-{(4R,5S)-5-[(Z)-9-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-non-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethoxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: 72 percent / hexamethyl phosphoric triamide, 8 percent NaHCO₃, bromine / CH₂Cl₂ / 5 °C

2: 97 percent / p-toluenesulfonic acid monohydrate / benzene / Heating; Dean Stark trap

3: 87 percent / triphenylphosphine, N-bromosuccinimide / dimethylformamide

4: 85 percent / trimethylorthophormate / acetonitrile / 14 h / 90 °C

5: 86 percent / 1.) 1.6 N n-BuLi / 1.) hexane, THF, 25 deg C, 10 min; 2.) THF, hexane, -70 deg C, 5 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; n-butyllithium; bromine; sodium hydrogencarbonate; triphenylphosphine; trimethyl orthoformate; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1139/v81-044

Reference yield:

: 76182-97-3
(Z)-1-hexylcyclooct-1-ene

: 76183-00-1
tert-Butyl-((S)-1-{(4R,5S)-5-[(Z)-9-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-non-2-enyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-trityloxy-ethoxy)-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) ozone; 2.) sodium borohydride / 1.) -70 deg C, ethanol; 2.) ethanol, from -70 deg C to r.t., 2 h

2: 72 percent / hexamethyl phosphoric triamide, 8 percent NaHCO₃, bromine / CH₂Cl₂ / 5 °C

3: 97 percent / p-toluenesulfonic acid monohydrate / benzene / Heating; Dean Stark trap

4: 87 percent / triphenylphosphine, N-bromosuccinimide / dimethylformamide

5: 85 percent / trimethylorthophormate / acetonitrile / 14 h / 90 °C

6: 86 percent / 1.) 1.6 N n-BuLi / 1.) hexane, THF, 25 deg C, 10 min; 2.) THF, hexane, -70 deg C, 5 min

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; bromine; sodium hydrogencarbonate; ozone; triphenylphosphine; trimethyl orthoformate; toluene-4-sulfonic acid; In dichloromethane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1139/v81-044