(S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenal

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Chemical Name:(S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenal
CAS No.:934219-74-6
Molecular Formula:C₄₅H₅₈O₅Si
Molecular Weight:707.038
Hs Code.:

Synonyms:(S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenal

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Chemical Property of (S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenal

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Technology Process of (S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenal

There total 11 articles about (S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenal 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: 76.0%

: 934219-73-5
(S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-penten-1-ol

: 934219-74-6
(S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenal

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/np060461j

Reference yield:

: 934219-68-8
(S)-2-[(S)-(3,4-dimethoxyphenyl)(triisopropylsilyloxy)methyl]-5-hexen-1-ol

: 934219-74-6
(S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenal

Guidance literature:: Multi-step reaction with 9 steps

1: 81 percent / DMAP; pyridine / 16 h / 60 °C

2: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 16 h / 20 °C

3: NaIO₄ / methanol / 3 h / 20 °C

4: 16.8 g / 2-methyl-2-butene; NaH₂PO₄*2H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

5: Et₃N / tetrahydrofuran / 1 h / 0 °C

6: 18.6 g / tetrahydrofuran / 1 h / 0 °C

7: 50 percent / KHMDS / toluene; tetrahydrofuran / 16 h / -70 - 20 °C

8: 89 percent / LiBH₄ / methanol; tetrahydrofuran / 1 h / 20 °C

9: 76 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / 20 °C

With pyridine; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; lithium borohydride; 2-methyl-but-2-ene; 4 A molecular sieve; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1021/np060461j

Reference yield:

: 934219-69-9
(5S,6S)-6-(3,4-dimethoxyphenyl)-6-(triisopropylsilyloxy)-5-trityloxymethyl-1-hexene

: 934219-74-6
(S)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenal

Guidance literature:: Multi-step reaction with 8 steps

1: 4-methylmorpholine N-oxide; OsO₄ / acetone; 2-methyl-propan-2-ol; H₂O / 16 h / 20 °C

2: NaIO₄ / methanol / 3 h / 20 °C

3: 16.8 g / 2-methyl-2-butene; NaH₂PO₄*2H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1 h / 20 °C

4: Et₃N / tetrahydrofuran / 1 h / 0 °C

5: 18.6 g / tetrahydrofuran / 1 h / 0 °C

6: 50 percent / KHMDS / toluene; tetrahydrofuran / 16 h / -70 - 20 °C

7: 89 percent / LiBH₄ / methanol; tetrahydrofuran / 1 h / 20 °C

8: 76 percent / PCC; 4 Angstroem molecular sieves / CH₂Cl₂ / 16 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; lithium borohydride; 2-methyl-but-2-ene; 4 A molecular sieve; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; triethylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; water; acetone; toluene; tert-butyl alcohol;
DOI:10.1021/np060461j