3-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-1-(triisopropylsilyl)pyrrole

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Chemical Name:3-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-1-(triisopropylsilyl)pyrrole
CAS No.:260434-61-5
Molecular Formula:C₃₃H₄₇NO₅Si
Molecular Weight:565.825
Hs Code.:

Synonyms:3-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-1-(triisopropylsilyl)pyrrole

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Chemical Property of 3-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-1-(triisopropylsilyl)pyrrole

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Technology Process of 3-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-1-(triisopropylsilyl)pyrrole

There total 17 articles about 3-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-1-(triisopropylsilyl)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: 81.0%

: 168840-90-2
(1-(triisopropylsilyl)-1H-pyrrol-3-yl)magnesium bromide

: 223591-10-4
(2R,3S,4S)-3-benzyloxy-4-benzyloxymethyl-2-formyl-4-hydroxytetrahydrofuran

: 260434-61-5
3-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-1-(triisopropylsilyl)pyrrole

Guidance literature:: In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1016/S0040-4039(99)01998-X

Reference yield:

: 55797-67-6
((3aS,6R,6aR)-6-methoxy-2,2-dimethyltetrahydrofuro[3,4-d][1,3]dioxole-4,4-diyl)dimethanol

: 260434-61-5
3-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-1-(triisopropylsilyl)pyrrole

Guidance literature:: Multi-step reaction with 10 steps

1.1: 70 percent / Et₃N / CH₂Cl₂ / 13 h / 20 °C

2.1: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 17 h / 20 °C

3.1: 77 percent / TFA / tetrahydrofuran; H₂O / 0.33 h / 20 °C

4.1: 100 percent / ZnCl₂ / 2 h / 20 °C

5.1: 9 percent / DIBAH / CH₂Cl₂ / 6 h / 0 - 20 °C

6.1: 95 percent / NaN(TMS)2 / tetrahydrofuran / 3 h / 20 °C

7.1: 100 percent / TBAF / tetrahydrofuran / 6 h / 20 °C

8.1: NaH / dimethylformamide / 0.17 h / 0 °C

8.2: 92 percent / dimethylformamide / 7 h / 20 °C

9.1: 100 percent / 10 percent HCl / H₂O; tetrahydrofuran / 2 h / 20 °C

10.1: tetrahydrofuran / 2 h / -78 - 20 °C

With hydrogenchloride; dmap; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 10.1: Grignard reaction;
DOI:10.1016/S0040-4020(02)00226-0

Reference yield:

: 212970-65-5
methyl 5-O-(tert-butyldiphenylsilyl)-4-(hydroxymethyl)-2,3-O-isopropylidene-β-D-ribofuranoside

: 260434-61-5
3-(3,5-di-O-benzyl-2-O,4-C-methylene-D-ribitol-1-yl)-1-(triisopropylsilyl)pyrrole

Guidance literature:: Multi-step reaction with 9 steps

1.1: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 17 h / 20 °C

2.1: 77 percent / TFA / tetrahydrofuran; H₂O / 0.33 h / 20 °C

3.1: 100 percent / ZnCl₂ / 2 h / 20 °C

4.1: 9 percent / DIBAH / CH₂Cl₂ / 6 h / 0 - 20 °C

5.1: 95 percent / NaN(TMS)2 / tetrahydrofuran / 3 h / 20 °C

6.1: 100 percent / TBAF / tetrahydrofuran / 6 h / 20 °C

7.1: NaH / dimethylformamide / 0.17 h / 0 °C

7.2: 92 percent / dimethylformamide / 7 h / 20 °C

8.1: 100 percent / 10 percent HCl / H₂O; tetrahydrofuran / 2 h / 20 °C

9.1: tetrahydrofuran / 2 h / -78 - 20 °C

With hydrogenchloride; dmap; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; sodium hydride; diisobutylaluminium hydride; triethylamine; trifluoroacetic acid; zinc(II) chloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 9.1: Grignard reaction;
DOI:10.1016/S0040-4020(02)00226-0