(4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane

Base Information

Chemical Name:(4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane
CAS No.:556038-45-0
Molecular Formula:C₂₆H₂₅Br₂NO₅
Molecular Weight:591.296
Hs Code.:

Synonyms:(4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane

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Chemical Property of (4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane

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Technology Process of (4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane

There total 11 articles about (4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane 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:

: 20455-07-6
p-nitrophenyl methanesulfonate

: 556038-45-0
(4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 6 steps

1.1: 100 percent / H₂ / Ra-Ni / ethyl acetate; ethanol / 24 h / 23 °C / 72400.7 Torr

2.1: 94.5 g / Br₂ / methanol; CH₂Cl₂ / 0.5 h / 0 - 23 °C

3.1: aq. NaNO₂; H₂SO₄ / acetonitrile / 0 °C

3.2: 96 percent / aq. KI / acetonitrile / 0.75 h

4.1: 100 percent / KOH / CH₂Cl₂; methanol / 0.08 h / 23 °C

5.1: 88 percent / K₂CO₃ / dimethylformamide / 1 h / 23 °C

6.1: n-BuLi / toluene; hexane / -78 °C

6.2: 4.18 g / toluene

With potassium hydroxide; n-butyllithium; sulfuric acid; hydrogen; bromine; potassium carbonate; sodium nitrite; Ra-Ni; In methanol; ethanol; hexane; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja035303i

Reference yield:

: 556038-44-9
(4S,5S)-2,2-dimethyl-4-(2-nitrovinyl)-5-phenyl-[1,3]dioxolane

: 556038-43-8
3,5-dibromo-4-iodophenol benzyl ether

: 556038-45-0
(4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane

: (4S,5S)-4-[(1R)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane

Guidance literature:: 3,5-dibromo-4-iodophenol benzyl ether; With n-butyllithium; In hexane; toluene; at -78 ℃;

(4S,5S)-2,2-dimethyl-4-(2-nitrovinyl)-5-phenyl-[1,3]dioxolane; In toluene;
DOI:10.1021/ja035303i

Reference yield:

: 24690-19-5
methanesulfonic acid 4-aminophenyl ester

: 556038-45-0
(4S,5S)-4-[(1S)-1-(4-benzyloxy-2,6-dibromophenyl)-2-nitroethyl]-2,2-dimethyl-5-phenyl-[1,3]dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94.5 g / Br₂ / methanol; CH₂Cl₂ / 0.5 h / 0 - 23 °C

2.1: aq. NaNO₂; H₂SO₄ / acetonitrile / 0 °C

2.2: 96 percent / aq. KI / acetonitrile / 0.75 h

3.1: 100 percent / KOH / CH₂Cl₂; methanol / 0.08 h / 23 °C

4.1: 88 percent / K₂CO₃ / dimethylformamide / 1 h / 23 °C

5.1: n-BuLi / toluene; hexane / -78 °C

5.2: 4.18 g / toluene

With potassium hydroxide; n-butyllithium; sulfuric acid; bromine; potassium carbonate; sodium nitrite; In methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja035303i