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

Base Information

Chemical Name:(2R,3R)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-[(S)-(hydroxy)(3,4-methylenedioxyphenyl)methyl]tetramethylene dipivaloate
CAS No.:853750-52-4
Molecular Formula:C₄₀H₆₂O₁₀Si
Molecular Weight:731.012
Hs Code.:

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

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Chemical Property of (2R,3R)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-[(S)-(hydroxy)(3,4-methylenedioxyphenyl)methyl]tetramethylene dipivaloate

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Technology Process of (2R,3R)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-[(S)-(hydroxy)(3,4-methylenedioxyphenyl)methyl]tetramethylene dipivaloate

There total 8 articles about (2R,3R)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-3-[(S)-(hydroxy)(3,4-methylenedioxyphenyl)methyl]tetramethylene dipivaloate 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:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

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

Guidance literature:: Multi-step reaction with 8 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 1 h / 20 °C

2.1: LiBH₄ / tetrahydrofuran; methanol / 16 h / 20 °C

3.1: aq. OsO₄; 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; acetone / 48 h / 20 °C

4.1: NaIO₄ / methanol / 16 h / 20 °C

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

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

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

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

8.1: pyridine / 0.5 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium borohydride; 4 A molecular sieve; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; tert-butyl alcohol;
DOI:10.1039/b501151e

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With pyridine; lithium borohydride; 4 A molecular sieve; potassium hexamethylsilazane; pyridinium chlorochromate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1039/b501151e

Reference yield:

: 853750-49-9
(2R)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-4-penten-1-ol

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

Guidance literature:: Multi-step reaction with 6 steps

1.1: aq. OsO₄; 4-methylmorpholine N-oxide / 2-methyl-propan-2-ol; acetone / 48 h / 20 °C

2.1: NaIO₄ / methanol / 16 h / 20 °C

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

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

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

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

6.1: pyridine / 0.5 h / 20 °C

With pyridine; sodium periodate; osmium(VIII) oxide; lithium borohydride; 4 A molecular sieve; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; acetone; toluene; tert-butyl alcohol;
DOI:10.1039/b501151e