(-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-acrylic acid ethyl ester

Base Information

Chemical Name:(-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-acrylic acid ethyl ester
CAS No.:1471573-35-9
Molecular Formula:C₃₀H₄₁N₃O₅Si
Molecular Weight:551.758
Hs Code.:

(-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-acrylic acid ethyl ester

Synonyms:(-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-acrylic acid ethyl ester

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Chemical Property of (-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-acrylic acid ethyl ester

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Technology Process of (-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-acrylic acid ethyl ester

There total 7 articles about (-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-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: 81.0%

: 737004-00-1
(+)-(3R,5S)-N-(1-{4-[dimethyl-(1,1,2-trimethylpropyl)-silanyloxymethyl]-3-formyl-cyclopent-2-enyl}-2'-oxo-1',2'-dihydro-pyrimidin-4'-yl)-benzamide

: 1067-74-9
Methyl diethylphosphonoacetate

: 1471573-35-9
(-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-acrylic acid ethyl ester

Guidance literature:: Methyl diethylphosphonoacetate; With n-butyllithium; In tetrahydrofuran; hexane; at 0 ℃; for 0.5h; Inert atmosphere;

(+)-(3R,5S)-N-(1-{4-[dimethyl-(1,1,2-trimethylpropyl)-silanyloxymethyl]-3-formyl-cyclopent-2-enyl}-2'-oxo-1',2'-dihydro-pyrimidin-4'-yl)-benzamide; In tetrahydrofuran; hexane; at 0 - 20 ℃; for 16h; Inert atmosphere;
DOI:10.1002/chem.201301672

Reference yield:

: 808752-62-7
(-)-(3R,5S,8R)-8-allyloxy-2-trimethylsilyl-7-oxa-[3.3.0]-bicyclooct-1-ene-3-ol

: 1471573-35-9
(-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium tert-butylate / water; dimethyl sulfoxide / 1 h / 20 °C

2.1: triethylamine; dmap / dichloromethane / 1 h / 20 °C

3.1: palladium

4.1: toluene-4-sulfonic acid / water; acetone / 3 h / Reflux

5.1: pyridine / 16 h / 20 °C

6.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

6.2: 16 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; n-butyllithium; potassium tert-butylate; toluene-4-sulfonic acid; palladium; triethylamine; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; acetone; 6.1: |Wittig-Horner Reaction / 6.2: |Wittig-Horner Reaction;
DOI:10.1002/chem.201301672

Reference yield:

: 808752-59-2
(5S,8R)-8-allyloxy-2-trimethylsilyl-7-oxa-[3.3.0]-bicyclooct-1-ene-3-one

: 1471573-35-9
(-)-(3'R,5'S)-E-3-[3'-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5'-[dimethyl-(1,1,2-trimethyl-propyl)-silanyloxymethyl]-cyclopent-1'-enyl]-acrylic acid ethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium tetrahydroborate; cerium(III) chloride / methanol / 5 h / 0 °C

2.1: potassium tert-butylate / water; dimethyl sulfoxide / 1 h / 20 °C

3.1: triethylamine; dmap / dichloromethane / 1 h / 20 °C

4.1: palladium

5.1: toluene-4-sulfonic acid / water; acetone / 3 h / Reflux

6.1: pyridine / 16 h / 20 °C

7.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

7.2: 16 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; sodium tetrahydroborate; n-butyllithium; cerium(III) chloride; potassium tert-butylate; toluene-4-sulfonic acid; palladium; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; water; dimethyl sulfoxide; acetone; 7.1: |Wittig-Horner Reaction / 7.2: |Wittig-Horner Reaction;
DOI:10.1002/chem.201301672