[(Z)-(R)-1-(2-Benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-allyloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(Z)-(R)-1-(2-Benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-allyloxy]-tert-butyl-dimethyl-silane
CAS No.:704906-95-6
Molecular Formula:C₃₁H₃₈INO₅Si
Molecular Weight:659.636
Hs Code.:

Synonyms:[(Z)-(R)-1-(2-Benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-allyloxy]-tert-butyl-dimethyl-silane

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Chemical Property of [(Z)-(R)-1-(2-Benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-allyloxy]-tert-butyl-dimethyl-silane

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Technology Process of [(Z)-(R)-1-(2-Benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-allyloxy]-tert-butyl-dimethyl-silane

There total 10 articles about [(Z)-(R)-1-(2-Benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-allyloxy]-tert-butyl-dimethyl-silane 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: 97.0%

: 704906-91-2
[1-(2-benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-prop-2-ynyloxy]-tert-butyl-dimethyl-silane

: 704906-95-6
[(Z)-(R)-1-(2-Benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-allyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With pyridine; potassium diazodicarboxylate; acetic acid; In methanol; for 1h;
DOI:10.1021/ol049583y

Reference yield:

: 187682-19-5
3-benzoyloxy-4-methyl-5-nitrobenzoic acid methyl ester

: 704906-95-6
[(Z)-(R)-1-(2-Benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-allyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 88 percent / dimethylformamide / 4 h / 140 °C

2: 89 percent / triethylamine; zinc(II) trifluoromethanesulfonate; (1S,2R)-(+)-N-methylephedrine / toluene / 17.5 h / 20 °C

3: 97 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

4: 99 percent / diisobutylaluminum hydride / hexane; tetrahydrofuran / 1 h / -78 - 0 °C

5: 97 percent / potassium carbonate / methanol / 1.5 h / 20 °C

6: 96 percent / tetrabutylammonium iodide; sodium hydride / tetrahydrofuran; various solvent(s) / 1 h / 0 - 20 °C

7: 94 percent / silver nitrate; N-iodosuccinimide / acetone / 2 h / 20 °C

8: 97 percent / dipotassium azodicarboxylate; pyridine; acetic acid / methanol / 1 h

With pyridine; 1H-imidazole; N-iodo-succinimide; (1S,2R)-(+)-N-methylephedrine; potassium diazodicarboxylate; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; silver nitrate; acetic acid; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ol049583y

Reference yield:

: 704906-34-3
3-benzoyloxy-5-nitro-4-(2-oxoethyl)benzoic acid methyl ester

: 704906-95-6
[(Z)-(R)-1-(2-Benzyloxy-4-benzyloxymethyl-6-nitro-benzyl)-3-iodo-allyloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 89 percent / triethylamine; zinc(II) trifluoromethanesulfonate; (1S,2R)-(+)-N-methylephedrine / toluene / 17.5 h / 20 °C

2: 97 percent / imidazole / CH₂Cl₂ / 4 h / 20 °C

3: 99 percent / diisobutylaluminum hydride / hexane; tetrahydrofuran / 1 h / -78 - 0 °C

4: 97 percent / potassium carbonate / methanol / 1.5 h / 20 °C

5: 96 percent / tetrabutylammonium iodide; sodium hydride / tetrahydrofuran; various solvent(s) / 1 h / 0 - 20 °C

6: 94 percent / silver nitrate; N-iodosuccinimide / acetone / 2 h / 20 °C

7: 97 percent / dipotassium azodicarboxylate; pyridine; acetic acid / methanol / 1 h

With pyridine; 1H-imidazole; N-iodo-succinimide; (1S,2R)-(+)-N-methylephedrine; potassium diazodicarboxylate; tetra-(n-butyl)ammonium iodide; zinc trifluoromethanesulfonate; sodium hydride; diisobutylaluminium hydride; potassium carbonate; silver nitrate; acetic acid; triethylamine; In tetrahydrofuran; methanol; hexane; dichloromethane; acetone; toluene;
DOI:10.1021/ol049583y