(8R)-3-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-8-[(tert-butyldimethylsilyl)oxy]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepine

Base Information

Chemical Name:(8R)-3-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-8-[(tert-butyldimethylsilyl)oxy]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepine
CAS No.:493039-15-9
Molecular Formula:C₃₂H₄₀N₄O₅Si
Molecular Weight:588.779
Hs Code.:

Synonyms:(8R)-3-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-8-[(tert-butyldimethylsilyl)oxy]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepine

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Chemical Property of (8R)-3-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-8-[(tert-butyldimethylsilyl)oxy]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepine

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Technology Process of (8R)-3-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-8-[(tert-butyldimethylsilyl)oxy]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepine

There total 15 articles about (8R)-3-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-8-[(tert-butyldimethylsilyl)oxy]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepine 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: 73.0%

: 1-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-4-[(1R)-2-azido-1-(tert-butyldimethylsilyloxy)ethyl]-5-[(dimethylaminomethylene)amino]imidazole

: 493039-15-9
(8R)-3-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-8-[(tert-butyldimethylsilyl)oxy]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepine

Guidance literature:: With 1.3-propanedithiol; triethylamine; In methanol; at 50 ℃; for 13h;
DOI:10.1021/jo020612x

Reference yield:

: 98-88-4
benzoyl chloride

: 493039-15-9
(8R)-3-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-8-[(tert-butyldimethylsilyl)oxy]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepine

Guidance literature:: Multi-step reaction with 5 steps

1: 91 percent / pyridine / 18 h / 20 °C

2: 95 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 12 h / 20 °C

3: 1,2-dichloro-ethane; 2,2,2-trifluoro-ethanol / 4 h / 80 °C

4: 49 mg / Heating

5: 73 percent / 1,3-propanedithiol; triethylamine / methanol / 13 h / 50 °C

With pyridine; 1.3-propanedithiol; hydrogen; triethylamine; 10percent Pd/C; In methanol; 2,2,2-trifluoroethanol; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1021/jo020612x

Reference yield:

: 493039-08-0
methyl (4S)-4-[N-(9-phenyl-9-fluorenyl)amino]-1-cyclopentenecarboxylate

: 493039-15-9
(8R)-3-[(1S,2R,4R)-2-(benzoyloxymethyl)-1-benzoyloxycyclopent-4-yl]-8-[(tert-butyldimethylsilyl)oxy]-3,6,7,8-tetrahydroimidazo[4,5-d][1,3]diazepine

Guidance literature:: Multi-step reaction with 7 steps

1.1: 93 percent / LiAlH₄ / tetrahydrofuran; CH₂Cl₂ / 1 h / -78 °C

2.1: 9-borabicyclo[3.3.1]nonane / tetrahydrofuran / 48 h / 20 °C

2.2: 90 percent / NaOH; H₂O₂ / tetrahydrofuran; H₂O / 1 h / 20 °C

3.1: 91 percent / pyridine / 18 h / 20 °C

4.1: 95 percent / H₂ / 10percent Pd/C / ethyl acetate; methanol / 12 h / 20 °C

5.1: 1,2-dichloro-ethane; 2,2,2-trifluoro-ethanol / 4 h / 80 °C

6.1: 49 mg / Heating

7.1: 73 percent / 1,3-propanedithiol; triethylamine / methanol / 13 h / 50 °C

With pyridine; 1.3-propanedithiol; lithium aluminium tetrahydride; hydrogen; triethylamine; 9-bora-bicyclo[3.3.1]nonane; 10percent Pd/C; In tetrahydrofuran; methanol; dichloromethane; 2,2,2-trifluoroethanol; ethyl acetate; 1,2-dichloro-ethane;
DOI:10.1021/jo020612x