(2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methoxy-3,4-dihydro-2H-pyrrole

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Chemical Name:(2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methoxy-3,4-dihydro-2H-pyrrole
CAS No.:560130-17-8
Molecular Formula:C₂₆H₃₇NO₄Si
Molecular Weight:455.67
Hs Code.:

Synonyms:(2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methoxy-3,4-dihydro-2H-pyrrole

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Chemical Property of (2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methoxy-3,4-dihydro-2H-pyrrole

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Technology Process of (2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methoxy-3,4-dihydro-2H-pyrrole

There total 7 articles about (2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methoxy-3,4-dihydro-2H-pyrrole 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: 95.0%

: 420-37-1
trimethoxonium tetrafluoroborate

: 560130-12-3
(3S,4R,5S)-3,4-dibenzyloxy-5-(t-butyldimethylsiloxy)methyl-pyrrolidin-2-one

: 560130-17-8
(2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methoxy-3,4-dihydro-2H-pyrrole

Guidance literature:: In dichloromethane; at 20 ℃; for 0.666667h;
DOI:10.1016/S0040-4020(03)00378-8

Reference yield:

: 60933-68-8
3,4,6-tri-O-benzyl-β-D-arabinofuranoside

: 560130-17-8
(2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methoxy-3,4-dihydro-2H-pyrrole

Guidance literature:: Multi-step reaction with 7 steps

1.1: toluene / 12 h / Heating

2.1: 23.7 g / tetrahydrofuran / 12.5 h / 0 - 20 °C

3.1: 71 percent / PCC; molecular sieves 4 Angstroem / CH₂Cl₂ / 4 h / 20 °C

4.1: O₃/O₂ / ethanol / 0.33 h / -25 °C

4.2: 98 percent / NaBH₄ / ethanol / 0.33 h / 20 °C

5.1: 99 percent / ammonium cerium (IV) nitrate / acetonitrile; H₂O / 1 h / 20 °C

6.1: 89 percent / imidazole / dimethylformamide / 1 h / 20 °C

7.1: 95 percent / CH₂Cl₂ / 0.67 h / 20 °C

With 1H-imidazole; ammonium cerium(IV) nitrate; 4 A molecular sieve; oxygen; ozone; pyridinium chlorochromate; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4020(03)00378-8

Reference yield:

: 157831-26-0
(3S,4R,5S)-3,4-dibenzyloxy-1-(4-methoxyphenylmethyl)-5-vinylpyrrolidin-2-one

: 560130-17-8
(2S,3R,4S)-3,4-dibenzyloxy-2-(t-butyldimethylsiloxy)methyl-5-methoxy-3,4-dihydro-2H-pyrrole

Guidance literature:: Multi-step reaction with 4 steps

1.1: O₃/O₂ / ethanol / 0.33 h / -25 °C

1.2: 98 percent / NaBH₄ / ethanol / 0.33 h / 20 °C

2.1: 99 percent / ammonium cerium (IV) nitrate / acetonitrile; H₂O / 1 h / 20 °C

3.1: 89 percent / imidazole / dimethylformamide / 1 h / 20 °C

4.1: 95 percent / CH₂Cl₂ / 0.67 h / 20 °C

With 1H-imidazole; ammonium cerium(IV) nitrate; oxygen; ozone; In ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/S0040-4020(03)00378-8