(E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester

Base Information

Chemical Name:(E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester
CAS No.:700816-59-7
Molecular Formula:C₂₄H₂₉BrO₅
Molecular Weight:477.395
Hs Code.:

Synonyms:(E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester

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Chemical Property of (E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester

Chemical Property:

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Technology Process of (E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester

There total 9 articles about (E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester 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)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-hydroxy-butoxy)-acrylic acid ethyl ester

: 700816-59-7
(E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester

Guidance literature:: With pyridine; carbon tetrabromide; triphenylphosphine; In dichloromethane;
DOI:10.1016/j.bmcl.2004.01.088

Reference yield:

: 112348-04-6
ethyl (S)-4-benzyloxy-3-hydroxybutanoate

: 700816-59-7
(E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 11 steps

1.1: Me₃Al / tetrahydrofuran

2.1: tetrahydrofuran

3.1: Et₃B; NaBH₄ / tetrahydrofuran; methanol / -78 °C

4.1: CSA / CH₂Cl₂

5.1: DIBAL / CH₂Cl₂

6.1: aq. OsO₄; NMO / acetone

6.2: aq. NaIO₄ / acetone

7.1: NaBH₄ / ethanol / 0 °C

8.1: imidazole / CH₂Cl₂ / 0 °C

9.1: NMM / acetonitrile

10.1: HCl / methanol / 0 °C

11.1: CBr₄; Ph₃P; pyridine / CH₂Cl₂

With 4-methyl-morpholine; pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; osmium(VIII) oxide; N-methyl-2-indolinone; triethyl borane; carbon tetrabromide; camphor-10-sulfonic acid; trimethylaluminum; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; acetonitrile;
DOI:10.1016/j.bmcl.2004.01.088

Reference yield:

: 223769-07-1
(3S)-4-(benzyloxy)-3-hydroxy-N-methoxy-N-methylbutanamide

: 700816-59-7
(E)-3-((1S,3R)-3-Benzyloxy-1-benzyloxymethyl-4-bromo-butoxy)-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: tetrahydrofuran

2.1: Et₃B; NaBH₄ / tetrahydrofuran; methanol / -78 °C

3.1: CSA / CH₂Cl₂

4.1: DIBAL / CH₂Cl₂

5.1: aq. OsO₄; NMO / acetone

5.2: aq. NaIO₄ / acetone

6.1: NaBH₄ / ethanol / 0 °C

7.1: imidazole / CH₂Cl₂ / 0 °C

8.1: NMM / acetonitrile

9.1: HCl / methanol / 0 °C

10.1: CBr₄; Ph₃P; pyridine / CH₂Cl₂

With 4-methyl-morpholine; pyridine; 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; osmium(VIII) oxide; N-methyl-2-indolinone; triethyl borane; carbon tetrabromide; camphor-10-sulfonic acid; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane; acetone; acetonitrile;
DOI:10.1016/j.bmcl.2004.01.088