3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one

Base Information

Chemical Name:3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one
CAS No.:69196-01-6
Molecular Formula:C₂₅H₂₆N₄O₄
Molecular Weight:446.506
Hs Code.:

Synonyms:3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one

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Chemical Property of 3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one

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Technology Process of 3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one

There total 6 articles about 3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one 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: 15.0%

: 3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-3,6,7,8-tetrahydroimidazo<4,5-d><1,3>diazepin-8-ol

: 69196-01-6
3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one

Guidance literature:: With manganese(IV) oxide; In pyridine; for 19h; Ambient temperature;
DOI:10.1021/jo00139a015

Reference yield:

: 69195-91-1
2-amino-1-[5-amino-1-(phenylmethyl)-1H-imidazol-4-yl]ethanone dihydrochloride

: 69196-01-6
3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / H₂ / 10percent Pd/C / methanol; H₂O / 16 h / pH <2

2: 81 percent / 0.25 h / 65 °C

3: 1.) N,N-bis(trimethylsilyl)trifluoroacetamide, pyridine, 2.) SnCl₄ / 1.) CH₃CN, room temperature, overnight, 2.) CH₃CN, 1,2-dichloroethane, -45 deg C to -35 deg C, 0.75 h

With pyridine; 2,2,2-trifluoro-N,N-bis(trimethylsilyl)-acetamide; hydrogen; tin(IV) chloride; palladium on activated charcoal; In methanol; water;
DOI:10.1021/jo00139a015

Reference yield:

: 69195-97-7
2-nitro-1-(1-benzyl-5-nitro-1H-imidazol-4-yl)ethanone

: 69196-01-6
3-(2-deoxy-3,5-di-O-p-toluoyl-β-D-erythro-pentofuranosyl)-6,7-dihydroimidazo<4,5-d><1,3>diazepin-8(3H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: 75 percent / concd HCl, SnCl₂*2H₂O / ethanol / 2.5 h / 60 °C

2: 96 percent / H₂ / 10percent Pd/C / methanol; H₂O / 16 h / pH <2

3: 81 percent / 0.25 h / 65 °C

4: 1.) N,N-bis(trimethylsilyl)trifluoroacetamide, pyridine, 2.) SnCl₄ / 1.) CH₃CN, room temperature, overnight, 2.) CH₃CN, 1,2-dichloroethane, -45 deg C to -35 deg C, 0.75 h

With pyridine; hydrogenchloride; 2,2,2-trifluoro-N,N-bis(trimethylsilyl)-acetamide; hydrogen; tin(IV) chloride; tin(ll) chloride; palladium on activated charcoal; In methanol; ethanol; water;
DOI:10.1021/jo00139a015