(2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylcyclopentanone

Base Information

Chemical Name:(2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylcyclopentanone
CAS No.:139306-70-0
Molecular Formula:C₂₂H₃₅NO₄Si
Molecular Weight:405.61
Hs Code.:

Synonyms:(2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylcyclopentanone

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Chemical Property of (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylcyclopentanone

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Technology Process of (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylcyclopentanone

There total 6 articles about (2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylcyclopentanone 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: 100.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 139306-69-7
(2R,3S,4R)-3-benzyloxycarbonylamino-4<(S)-1-hydroxy-ethyl>-2-methylcyclopentanone

: 139306-70-0
(2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylcyclopentanone

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 12h; Ambient temperature;

Reference yield:

: 137141-19-6
(6R,7S,8R)-8-Isopropenyl-6-methyl-1,4-dioxa-spiro[4.4]nonane-7-carboxylic acid

: 139306-70-0
(2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylcyclopentanone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) diphenylphosphoryl azide, Et₃N / 1.) r. t., 2 h, 2.) reflux, 1 h

2: 99 percent / NaIO₄, OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 6 h

3: 1.) L-selectride, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) -78 deg C, THF, 20 min, 2.) 0 deg C

4: 70percent HClO₄ / H₂O; acetone / 3 h / Ambient temperature

5: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; sodium periodate; osmium(VIII) oxide; perchloric acid; diphenylphosphoranyl azide; dihydrogen peroxide; L-Selectride; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol;

Reference yield:

: 111752-10-4
(1S,2R,5R)-5-isopropenyl-2-methyl-3-oxocyclopentanecarboxylic acid

: 139306-70-0
(2R,3S,4R)-3-benzyloxycarbonylamino-4-<(S)-1-(t-butyldimethylsiloxy)ethyl>-2-methylcyclopentanone

Guidance literature:: Multi-step reaction with 6 steps

1: PTSA / benzene / 4 h / Heating

2: 1.) diphenylphosphoryl azide, Et₃N / 1.) r. t., 2 h, 2.) reflux, 1 h

3: 99 percent / NaIO₄, OsO₄ / 2-methyl-propan-2-ol; tetrahydrofuran / 6 h

4: 1.) L-selectride, 2.) 10percent NaOH, 30percent H₂O₂ / 1.) -78 deg C, THF, 20 min, 2.) 0 deg C

5: 70percent HClO₄ / H₂O; acetone / 3 h / Ambient temperature

6: 100 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

With 1H-imidazole; sodium hydroxide; sodium periodate; osmium(VIII) oxide; perchloric acid; diphenylphosphoranyl azide; dihydrogen peroxide; L-Selectride; toluene-4-sulfonic acid; triethylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide; acetone; tert-butyl alcohol; benzene;