6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-thieno[2,3-d]imidazole-5-carboxylic acid amide

Base Information

Chemical Name:6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-thieno[2,3-d]imidazole-5-carboxylic acid amide
CAS No.:374081-63-7
Molecular Formula:C₃₂H₃₂N₄O₅S
Molecular Weight:584.696
Hs Code.:

6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1<i>H</i>-thieno[2,3-<i>d</i>]imidazole-5-carboxylic acid amide

Synonyms:6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-thieno[2,3-d]imidazole-5-carboxylic acid amide

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Chemical Property of 6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-thieno[2,3-d]imidazole-5-carboxylic acid amide

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Technology Process of 6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-thieno[2,3-d]imidazole-5-carboxylic acid amide

There total 10 articles about 6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-thieno[2,3-d]imidazole-5-carboxylic acid amide 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: 90.0%

: 374081-62-6
2-[1-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-5-cyano-1H-imidazol-4-ylsulfanyl]-acetamide

: 374081-63-7
6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-thieno[2,3-d]imidazole-5-carboxylic acid amide

Guidance literature:: With sodium ethanolate; In ethanol;
DOI:10.1021/ol0165443

Reference yield:

: 437614-21-6
4,5-dibromo-1-(2,3,5-tri-O-acetyl-β-D-ribofuranosyl)imidazole

: 374081-63-7
6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-thieno[2,3-d]imidazole-5-carboxylic acid amide

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / NH₃ / methanol / 3 h / 100 °C

2: 87 percent / NaH; tetrabutylammonium iodide / tetrahydrofuran / 6 h / 0 - 20 °C

3: ethylmagnesium bromide / diethyl ether / 23 h / 20 °C

4: hydroxylamine hydrochloride; NaHCO₃ / ethanol; H₂O / 2 h / 20 °C

5: 90 percent / acetic anhydride / 3 h / Heating

6: K₂CO₃ / dimethylformamide / 55 °C

7: 88 percent / EtONa / ethanol / 4 h / Heating

With ethylmagnesium bromide; hydroxylamine hydrochloride; ammonia; sodium ethanolate; acetic anhydride; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0255476

Reference yield:

: 374081-59-1
3-((2R,3R,4R,5R)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-5-bromo-3H-imidazole-4-carbaldehyde

: 374081-63-7
6-amino-1-(3,4-bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-1H-thieno[2,3-d]imidazole-5-carboxylic acid amide

Guidance literature:: Multi-step reaction with 4 steps

1: hydroxylamine hydrochloride; NaHCO₃ / ethanol; H₂O / 2 h / 20 °C

2: 90 percent / acetic anhydride / 3 h / Heating

3: K₂CO₃ / dimethylformamide / 55 °C

4: 88 percent / EtONa / ethanol / 4 h / Heating

With hydroxylamine hydrochloride; sodium ethanolate; acetic anhydride; sodium hydrogencarbonate; potassium carbonate; In ethanol; water; N,N-dimethyl-formamide;
DOI:10.1021/jo0255476