(8R)-3-(p-Methoxybenzyl)-8-<(tert-butyldimethylsilyl)oxy>-3,6,7,8-tetrahydroimidazo<4,5-d><1,3>diazepine

Base Information

Chemical Name:(8R)-3-(p-Methoxybenzyl)-8-<(tert-butyldimethylsilyl)oxy>-3,6,7,8-tetrahydroimidazo<4,5-d><1,3>diazepine
CAS No.:151256-34-7
Molecular Formula:C₂₀H₃₀N₄O₂Si
Molecular Weight:386.569
Hs Code.:

Synonyms:(8R)-3-(p-Methoxybenzyl)-8-<(tert-butyldimethylsilyl)oxy>-3,6,7,8-tetrahydroimidazo<4,5-d><1,3>diazepine

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Chemical Property of (8R)-3-(p-Methoxybenzyl)-8-<(tert-butyldimethylsilyl)oxy>-3,6,7,8-tetrahydroimidazo<4,5-d><1,3>diazepine

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Technology Process of (8R)-3-(p-Methoxybenzyl)-8-<(tert-butyldimethylsilyl)oxy>-3,6,7,8-tetrahydroimidazo<4,5-d><1,3>diazepine

There total 9 articles about (8R)-3-(p-Methoxybenzyl)-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: 98.0%

: 5-<(Methoxymethylene)amino>-1-(p-methoxybenzyl)-4-<(1'R)-<(2'-azido-1'-tert-butyldimethylsilyl)oxy>ethyl>imidazole

: 151256-34-7
(8R)-3-(p-Methoxybenzyl)-8-<(tert-butyldimethylsilyl)oxy>-3,6,7,8-tetrahydroimidazo<4,5-d><1,3>diazepine

Guidance literature:: With 1.3-propanedithiol; triethylamine; In methanol; Ambient temperature;
DOI:10.1021/jo00074a041

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 151256-34-7
(8R)-3-(p-Methoxybenzyl)-8-<(tert-butyldimethylsilyl)oxy>-3,6,7,8-tetrahydroimidazo<4,5-d><1,3>diazepine

Guidance literature:: Multi-step reaction with 9 steps

1: 99 percent / imidazole / dimethylformamide / 96 h / Ambient temperature

2: 98 percent / aq. LiOH / dioxane / 3 h / 5 °C

3: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) ammonia / 1.) THF, -23 deg C, 90 s, 2.) -23 deg C, 2 h

4: 99 percent / p-toluenesulfonyl chloride, pyridine / CH₂Cl₂ / 96 h / Ambient temperature

5: 93 percent / trifluoroacetic acid / CH₂Cl₂; H₂O / 0.75 h / 0 °C

6: 97 percent / 2 h / Heating

7: 96 percent / 5-Angstroem molecular sieves / acetonitrile / 2 h / Heating

8: 84 percent / 5-Angstroem molecular sieves, trifluoroacetic acid / 3 h / Heating

9: 98 percent / triethylamine, 1,3-propanedithiol / methanol / Ambient temperature

With 4-methyl-morpholine; pyridine; 1H-imidazole; 1.3-propanedithiol; lithium hydroxide; 5A molecular sieve; ammonia; triethylamine; p-toluenesulfonyl chloride; trifluoroacetic acid; isobutyl chloroformate; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo00074a041

Reference yield:

: 151256-20-1
Methyl (2S,3R)-4-azido-2-<(tert-butoxycarbonyl)amino>-3-<(tert-butyldimethylsilyl)oxy>butanoate

: 151256-34-7
(8R)-3-(p-Methoxybenzyl)-8-<(tert-butyldimethylsilyl)oxy>-3,6,7,8-tetrahydroimidazo<4,5-d><1,3>diazepine

Guidance literature:: Multi-step reaction with 8 steps

1: 98 percent / aq. LiOH / dioxane / 3 h / 5 °C

2: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) ammonia / 1.) THF, -23 deg C, 90 s, 2.) -23 deg C, 2 h

3: 99 percent / p-toluenesulfonyl chloride, pyridine / CH₂Cl₂ / 96 h / Ambient temperature

4: 93 percent / trifluoroacetic acid / CH₂Cl₂; H₂O / 0.75 h / 0 °C

5: 97 percent / 2 h / Heating

6: 96 percent / 5-Angstroem molecular sieves / acetonitrile / 2 h / Heating

7: 84 percent / 5-Angstroem molecular sieves, trifluoroacetic acid / 3 h / Heating

8: 98 percent / triethylamine, 1,3-propanedithiol / methanol / Ambient temperature

With 4-methyl-morpholine; pyridine; 1.3-propanedithiol; lithium hydroxide; 5A molecular sieve; ammonia; triethylamine; p-toluenesulfonyl chloride; trifluoroacetic acid; isobutyl chloroformate; In 1,4-dioxane; methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jo00074a041