benzyl (+)-(R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-<2-(dimethylamino)ethyl>-1H-pyrrole-1-carboxylate

Base Information

Chemical Name:benzyl (+)-(R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-<2-(dimethylamino)ethyl>-1H-pyrrole-1-carboxylate
CAS No.:128466-40-0
Molecular Formula:C₃₈H₅₀N₂O₄SSi
Molecular Weight:658.978
Hs Code.:

Synonyms:benzyl (+)-(R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-<2-(dimethylamino)ethyl>-1H-pyrrole-1-carboxylate

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Chemical Property of benzyl (+)-(R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-<2-(dimethylamino)ethyl>-1H-pyrrole-1-carboxylate

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Technology Process of benzyl (+)-(R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-<2-(dimethylamino)ethyl>-1H-pyrrole-1-carboxylate

There total 11 articles about benzyl (+)-(R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-<2-(dimethylamino)ethyl>-1H-pyrrole-1-carboxylate 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: 85.0%

: 128466-38-6
benzyl (R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-methyl-1H-pyrrole-1-carboxylate

: 33797-51-2
eschenmoser's salt

: 128466-40-0
benzyl (+)-(R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-<2-(dimethylamino)ethyl>-1H-pyrrole-1-carboxylate

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(01)96112-5

Reference yield:

: 15925-47-0
S-tert-butyl acetothioacetate

: 128466-40-0
benzyl (+)-(R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-<2-(dimethylamino)ethyl>-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

2: 85 percent / triethylamine, trimethylsilyl triflate / CH₂Cl₂ / 1 h / Ambient temperature

With trimethylsilyl trifluoromethanesulfonate; triethylamine; In dichloromethane;
DOI:10.1016/S0040-4020(01)96112-5

Reference yield:

: 1676-81-9
N-benzyloxycarbonyl-L-serine methyl ester

: 128466-40-0
benzyl (+)-(R)-5-<(tert-butyldiphenylsilyl)oxymethyl>-3-<(tert-butylthio)carbonyl>-4,5-dihydro-2-<2-(dimethylamino)ethyl>-1H-pyrrole-1-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / TsOH

2: 99 percent / Ca(BH₄)2 / ethanol; tetrahydrofuran

3: 85 percent / I₂, Ph₃P, imidazole

4: 99 percent / conc. HCl / acetone

5: 90 percent / imidazole / dimethylformamide

7: 1.) LiHMDS / 1.) THF

With 1H-imidazole; hydrogenchloride; calcium borohydride; iodine; toluene-4-sulfonic acid; triphenylphosphine; lithium hexamethyldisilazane; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; acetone;