(2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Base Information

Chemical Name:(2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester
CAS No.:154161-03-2
Molecular Formula:C₂₂H₃₅NO₅Si
Molecular Weight:421.609
Hs Code.:

Synonyms:(2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

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Chemical Property of (2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Chemical Property:

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Technology Process of (2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

There total 12 articles about (2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl 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:

: 154161-01-0
[(2S)-1-(tert-butyl-dimethyl-silanyloxymethyl)-2-oxo-ethyl]-carbamic acid benzyl ester

: 154161-03-2
(2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / SnCl₄ / CH₂Cl₂ / 1 h / -78 °C

2: 2,6-lutidine / CH₂Cl₂ / 18 h / 20 °C

3: 81 percent / 4-methylmorpholine N-oxide; OsO₄ / H₂O; acetone; 2-methyl-propan-2-ol / 20 °C

4: sodim periodate; silica gel / CH₂Cl₂; H₂O / 20 °C

5: NaBH₃CN; AcOH / methanol

6: 2.6 g / AcOH / methanol / 1 h / Heating

7: sodium periodate; RuCl₃*xH₂O / CCl₄; acetonitrile; H₂O / 20 °C

With 2,6-dimethylpyridine; ruthenium trichloride; sodium periodate; osmium(VIII) oxide; silica gel; tin(IV) chloride; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; In methanol; tetrachloromethane; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0957-4166(02)00255-0

Reference yield:

: 154161-02-1
(2S,3S)-2-(hydroxymethyl)-3-triisopropylsilanyloxypyrrolidine-1-carboxylic acid benzyl ester

: 154161-03-2
(2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; at 20 ℃;
DOI:10.1016/S0957-4166(02)00255-0

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 154161-03-2
(2R,3S)-3-triisopropylsilanyloxypyrrolidine-1,2-dicarboxylic acid 1-benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 2,6-lutidine / CH₂Cl₂ / 18 h / 20 °C

2: 81 percent / 4-methylmorpholine N-oxide; OsO₄ / H₂O; acetone; 2-methyl-propan-2-ol / 20 °C

3: sodim periodate; silica gel / CH₂Cl₂; H₂O / 20 °C

4: NaBH₃CN; AcOH / methanol

5: 2.6 g / AcOH / methanol / 1 h / Heating

6: sodium periodate; RuCl₃*xH₂O / CCl₄; acetonitrile; H₂O / 20 °C

With 2,6-dimethylpyridine; ruthenium trichloride; sodium periodate; osmium(VIII) oxide; silica gel; sodium cyanoborohydride; acetic acid; 4-methylmorpholine N-oxide; In methanol; tetrachloromethane; dichloromethane; water; acetone; acetonitrile; tert-butyl alcohol;
DOI:10.1016/S0957-4166(02)00255-0