1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-5-(5-oxo-2-phenyl-4(5H)- oxazolylidene)-3,4-bis(phenylmethoxy)-, 1,1-dimethylethyl ester, (2S,3R,4R)-

Base Information

Chemical Name:1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-5-(5-oxo-2-phenyl-4(5H)- oxazolylidene)-3,4-bis(phenylmethoxy)-, 1,1-dimethylethyl ester, (2S,3R,4R)-
CAS No.:560130-21-4
Molecular Formula:C39H48N2O7Si
Molecular Weight:684.905
Hs Code.:

1-Pyrrolidinecarboxylic acid,
2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-5-(5-oxo-2-phenyl-4(5H)-
oxazolylidene)-3,4-bis(phenylmethoxy)-, 1,1-dimethylethyl ester,
(2S,3R,4R)-

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Chemical Property of 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-5-(5-oxo-2-phenyl-4(5H)- oxazolylidene)-3,4-bis(phenylmethoxy)-, 1,1-dimethylethyl ester, (2S,3R,4R)-

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Technology Process of 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-5-(5-oxo-2-phenyl-4(5H)- oxazolylidene)-3,4-bis(phenylmethoxy)-, 1,1-dimethylethyl ester, (2S,3R,4R)-

There total 10 articles about 1-Pyrrolidinecarboxylic acid, 2-[[[(1,1-dimethylethyl)dimethylsilyl]oxy]methyl]-5-(5-oxo-2-phenyl-4(5H)- oxazolylidene)-3,4-bis(phenylmethoxy)-, 1,1-dimethylethyl ester, (2S,3R,4R)- 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 176298-13-8
4-[(3R,4R,5S)-3,4-dibenzyloxy-5-(t-butyldimethylsiloxymethyl)pyrrolidin-2-ylidene]-2-phenyl-4H-oxazol-5-one

: 560130-21-4
3,4-bis-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-(5-oxo-2-phenyl-oxazol-4-ylidene)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: With dmap; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1016/S0040-4020(03)00378-8

Reference yield:

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

: 560130-21-4
3,4-bis-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-(5-oxo-2-phenyl-oxazol-4-ylidene)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 10 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: 97 percent / Lawesson's reagent / toluene / 0.67 h / 60 °C

8.1: 97 percent / CH₂Cl₂ / 12 h / 20 °C

9.1: 82 percent / toluene / 80 °C

10.1: DMAP / tetrahydrofuran / 0.5 h / 20 °C

With Lawessons reagent; 1H-imidazole; dmap; 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:

: 157831-27-1
(3S,4R,5S)-3,4-dibenzyloxy-5-hydroxymethyl-1-(4-methoxyphenyl)methyl-pyrrolidin-2-one

: 560130-21-4
3,4-bis-benzyloxy-2-(tert-butyl-dimethyl-silanyloxymethyl)-5-(5-oxo-2-phenyl-oxazol-4-ylidene)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 6 steps

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

2: 89 percent / imidazole / dimethylformamide / 1 h / 20 °C

3: 97 percent / Lawesson's reagent / toluene / 0.67 h / 60 °C

4: 97 percent / CH₂Cl₂ / 12 h / 20 °C

5: 82 percent / toluene / 80 °C

6: DMAP / tetrahydrofuran / 0.5 h / 20 °C

With Lawessons reagent; 1H-imidazole; dmap; ammonium cerium(IV) nitrate; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1016/S0040-4020(03)00378-8