tert-Butyl-[(S)-1-((4R,5S)-5-{3-[6-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-hexyl]-oxiranylmethyl}-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethoxy]-dimethyl-silane

Base Information

Chemical Name:tert-Butyl-[(S)-1-((4R,5S)-5-{3-[6-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-hexyl]-oxiranylmethyl}-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethoxy]-dimethyl-silane
CAS No.:78010-04-5
Molecular Formula:C₅₃H₈₀O₇Si
Molecular Weight:857.3
Hs Code.:

tert-Butyl-[(S)-1-((4R,5S)-5-{3-[6-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-hexyl]-oxiranylmethyl}-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-{3-[6-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-hexyl]-oxiranylmethyl}-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-{3-[6-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-hexyl]-oxiranylmethyl}-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethoxy]-dimethyl-silane

There total 16 articles about tert-Butyl-[(S)-1-((4R,5S)-5-{3-[6-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-hexyl]-oxiranylmethyl}-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: 95.0%

: 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

: 78010-04-5,78086-29-0
tert-Butyl-[(S)-1-((4R,5S)-5-{3-[6-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-hexyl]-oxiranylmethyl}-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethoxy]-dimethyl-silane

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In cyclohexane; 30 min, 5 deg C; 2.5 h, r.t.;
DOI:10.1139/v81-044

Reference yield:

: 111-25-1
1-bromo-hexane

: 78010-04-5,78086-29-0
tert-Butyl-[(S)-1-((4R,5S)-5-{3-[6-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-hexyl]-oxiranylmethyl}-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethoxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) magnesium; 2.) iodine / 1.) Et₂O, ref., 60 min; 2.) ref., xylene, 30 min., Dean-Stark trap

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

3: 72 percent / hexamethyl phosphoric triamide, 8 percent NaHCO₃, bromine / CH₂Cl₂ / 5 °C

4: 97 percent / p-toluenesulfonic acid monohydrate / benzene / Heating; Dean Stark trap

5: 87 percent / triphenylphosphine, N-bromosuccinimide / dimethylformamide

6: 85 percent / trimethylorthophormate / acetonitrile / 14 h / 90 °C

7: 86 percent / 1.) 1.6 N n-BuLi / 1.) hexane, THF, 25 deg C, 10 min; 2.) THF, hexane, -70 deg C, 5 min

8: 95 percent / m-chloroperbenzoic acid / cyclohexane / 30 min, 5 deg C; 2.5 h, r.t.

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium tetrahydroborate; N-Bromosuccinimide; n-butyllithium; bromine; iodine; sodium hydrogencarbonate; ozone; magnesium; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trimethyl orthoformate; toluene-4-sulfonic acid; In dichloromethane; cyclohexane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1139/v81-044

Reference yield:

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

: 78010-04-5,78086-29-0
tert-Butyl-[(S)-1-((4R,5S)-5-{3-[6-(2-hexyl-5,5-dimethyl-[1,3]dioxan-2-yl)-hexyl]-oxiranylmethyl}-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-trityloxy-ethoxy]-dimethyl-silane

Guidance literature:: Multi-step reaction with 6 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

6: 95 percent / m-chloroperbenzoic acid / cyclohexane / 30 min, 5 deg C; 2.5 h, r.t.

With N,N,N,N,N,N-hexamethylphosphoric triamide; N-Bromosuccinimide; n-butyllithium; bromine; sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; trimethyl orthoformate; toluene-4-sulfonic acid; In dichloromethane; cyclohexane; N,N-dimethyl-formamide; acetonitrile; benzene;
DOI:10.1139/v81-044