{(S)-4-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-ethyl]-2-isobutyl-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-acetaldehyde

Base Information

Chemical Name:{(S)-4-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-ethyl]-2-isobutyl-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-acetaldehyde
CAS No.:173091-86-6
Molecular Formula:C₂₅H₃₉NO₃Si
Molecular Weight:429.675
Hs Code.:

Synonyms:{(S)-4-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-ethyl]-2-isobutyl-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-acetaldehyde

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Chemical Property of {(S)-4-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-ethyl]-2-isobutyl-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-acetaldehyde

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Technology Process of {(S)-4-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-ethyl]-2-isobutyl-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-acetaldehyde

There total 9 articles about {(S)-4-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-ethyl]-2-isobutyl-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-acetaldehyde 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:

: 136159-65-4,96930-27-7
(S)-4-benzyl-3-(3-phenylpropanoyl)oxazolidin-2-one

: 173091-86-6
{(S)-4-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-ethyl]-2-isobutyl-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) NaHMDS / 1.) THF, -78 deg C, 15 min, 2.) THF, from -78 deg C to 0 deg C, 60 min

2: 1.) n-BuLi / 1.) hexane, THF, 0 deg C, 2.) hexane, THF, 0 deg C, 15 min

3: LAH / tetrahydrofuran / 0.5 h / 0 °C

4: 97 percent / imidazole / dimethylformamide / Ambient temperature

5: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, overnight

6: CHCl₃; toluene / 4 h

7: KHMDS / 1.) THF, toluene, 20 min, 2.) THF, toluene, 0 deg C, 25 min

8: 1.) NMO, OsO₄, 2.) 2percent aq. NaOH, 3.) Pb(OAc)4

With 1H-imidazole; lead(IV) acetate; sodium hydroxide; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; N-methyl-2-indolinone; sodium hexamethyldisilazane; potassium hexamethylsilazane; ozone; triphenylphosphine; In tetrahydrofuran; chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00150a011

Reference yield:

: 173091-87-7
(R)-3-Benzyl-4-(tert-butyl-dimethyl-silanyloxy)-butyraldehyde

: 173091-86-6
{(S)-4-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-ethyl]-2-isobutyl-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: CHCl₃; toluene / 4 h

2: KHMDS / 1.) THF, toluene, 20 min, 2.) THF, toluene, 0 deg C, 25 min

3: 1.) NMO, OsO₄, 2.) 2percent aq. NaOH, 3.) Pb(OAc)4

With lead(IV) acetate; sodium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; potassium hexamethylsilazane; In chloroform; toluene;
DOI:10.1021/ja00150a011

Reference yield:

: 173092-00-7
(S)-2-benzyl-5-methyl-hex-4-en-1-ol

: 173091-86-6
{(S)-4-[(R)-1-(tert-Butyl-dimethyl-silanyloxymethyl)-2-phenyl-ethyl]-2-isobutyl-3-oxo-2,3-dihydro-1H-pyrrol-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / imidazole / dimethylformamide / Ambient temperature

2: 1.) O₃, 2.) Ph₃P / 1.) CH₂Cl₂, -78 deg C, 2.) CH₂Cl₂, RT, overnight

3: CHCl₃; toluene / 4 h

4: KHMDS / 1.) THF, toluene, 20 min, 2.) THF, toluene, 0 deg C, 25 min

5: 1.) NMO, OsO₄, 2.) 2percent aq. NaOH, 3.) Pb(OAc)4

With 1H-imidazole; lead(IV) acetate; sodium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; potassium hexamethylsilazane; ozone; triphenylphosphine; In chloroform; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ja00150a011