(R)-4-benzyl-3-{(R)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenoyl}-2-oxazolidinone

Base Information

Chemical Name:(R)-4-benzyl-3-{(R)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenoyl}-2-oxazolidinone
CAS No.:934219-82-6
Molecular Formula:C₅₅H₆₇NO₇Si
Molecular Weight:882.225
Hs Code.:

Synonyms:(R)-4-benzyl-3-{(R)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenoyl}-2-oxazolidinone

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Chemical Property of (R)-4-benzyl-3-{(R)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenoyl}-2-oxazolidinone

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Technology Process of (R)-4-benzyl-3-{(R)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenoyl}-2-oxazolidinone

There total 9 articles about (R)-4-benzyl-3-{(R)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenoyl}-2-oxazolidinone 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: 59.0%

: 934219-81-5
(R)-4-benzyl-3-[(4S,5S)-5-(3,4-dimethoxyphenyl)-5-(triisopropylsilyloxy)-4-(trityloxymethyl)pentanoyl]-2-oxazolidinone

: 106-95-6
allyl bromide

: 934219-82-6
(R)-4-benzyl-3-{(R)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenoyl}-2-oxazolidinone

Guidance literature:: With potassium hexamethylsilazane; In tetrahydrofuran; toluene; at -70 - 20 ℃; for 16h;
DOI:10.1021/np060461j

Reference yield:

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

: 934219-82-6
(R)-4-benzyl-3-{(R)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenoyl}-2-oxazolidinone

Guidance literature:: Multi-step reaction with 7 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: tetrahydrofuran / 1 h / -70 - 0 °C

7: 59 percent / KHMDS / toluene; tetrahydrofuran / 16 h / -70 - 20 °C

With pyridine; dmap; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; 2-methyl-but-2-ene; potassium hexamethylsilazane; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; methanol; 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

: 934219-82-6
(R)-4-benzyl-3-{(R)-2-[(2S,3S)-3-(3,4-dimethoxyphenyl)-3-(triisopropylsilyloxy)-2-(trityloxymethyl)prop-1-yl]-4-pentenoyl}-2-oxazolidinone

Guidance literature:: Multi-step reaction with 6 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: tetrahydrofuran / 1 h / -70 - 0 °C

6: 59 percent / KHMDS / toluene; tetrahydrofuran / 16 h / -70 - 20 °C

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