(2S,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran

Base Information

Chemical Name:(2S,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran
CAS No.:853750-56-8
Molecular Formula:C₃₁H₄₀O₉
Molecular Weight:556.653
Hs Code.:

Synonyms:(2S,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran

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Chemical Property of (2S,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran

Chemical Property:

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Technology Process of (2S,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran

There total 8 articles about (2S,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran 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:

: 2,2-Dimethyl-propionic acid (3R,4R,5S)-2-benzo[1,3]dioxol-5-yl-5-(3,4-dimethoxy-phenyl)-4-(2,2-dimethyl-propionyloxymethyl)-2-hydroxy-tetrahydro-furan-3-ylmethyl ester

: 853750-56-8
(2S,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran

Guidance literature:: With hydrogen; palladium dihydroxide; In ethyl acetate; at 20 ℃; for 1h;
DOI:10.1039/b501151e

Reference yield:

: (3R,4S)-4-(3,4-Dimethoxy-phenyl)-3-hydroxymethyl-4-triisopropylsilanyloxy-butyraldehyde

: 853750-56-8
(2S,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 7 steps

1.1: PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / 20 °C

2.1: KHMDS / tetrahydrofuran; toluene / 0.25 h / -70 °C

2.2: tetrahydrofuran; toluene / 1 h / -70 °C

3.1: LiBH₄ / tetrahydrofuran / 24 h / 0 °C

4.1: pyridine / 0.5 h / 20 °C

5.1: PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / 20 °C

6.1: tetrabutylammonium fluoride; AcOH / tetrahydrofuran / 16 h / 20 °C

7.1: H₂ / Pd(OH)2/C / ethyl acetate / 1 h / 20 °C

With pyridine; lithium borohydride; 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; potassium hexamethylsilazane; acetic acid; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; toluene;
DOI:10.1039/b501151e

Reference yield:

: 853750-52-4
(2R,3R)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-[(S)-(hydroxy)(3,4-methylenedioxyphenyl)methyl]tetramethylene dipivaloate

: 853750-56-8
(2S,3R,4R,5R)-2-(3,4-dimethoxyphenyl)-5-(3,4-methylenedioxyphenyl)-3,4-bis(pivaloyloxymethyl)tetrahydrofuran

Guidance literature:: Multi-step reaction with 3 steps

1: PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / 20 °C

2: tetrabutylammonium fluoride; AcOH / tetrahydrofuran / 16 h / 20 °C

3: H₂ / Pd(OH)2/C / ethyl acetate / 1 h / 20 °C

With 4 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; acetic acid; pyridinium chlorochromate; palladium dihydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate;
DOI:10.1039/b501151e