(2R,3S)-methyl 2-{(R)-3-[4-(benzyloxy)phenyl]-2-[(triisopropylsilyl)oxy]propanamido}-3-methylpentanoate

Base Information

Chemical Name:(2R,3S)-methyl 2-{(R)-3-[4-(benzyloxy)phenyl]-2-[(triisopropylsilyl)oxy]propanamido}-3-methylpentanoate
CAS No.:1412914-80-7
Molecular Formula:C₃₂H₄₉NO₅Si
Molecular Weight:555.83
Hs Code.:

Synonyms:

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Chemical Property of (2R,3S)-methyl 2-{(R)-3-[4-(benzyloxy)phenyl]-2-[(triisopropylsilyl)oxy]propanamido}-3-methylpentanoate

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Technology Process of (2R,3S)-methyl 2-{(R)-3-[4-(benzyloxy)phenyl]-2-[(triisopropylsilyl)oxy]propanamido}-3-methylpentanoate

There total 5 articles about (2R,3S)-methyl 2-{(R)-3-[4-(benzyloxy)phenyl]-2-[(triisopropylsilyl)oxy]propanamido}-3-methylpentanoate 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:

: C₂₅H₃₆O₄Si

: 2577-46-0,18869-44-8,42271-58-9,81084-74-4,107998-45-8,118878-53-8
D-allo-isoleucine methyl ester

: 1412914-80-7
(2R,3S)-methyl 2-{(R)-3-[4-(benzyloxy)phenyl]-2-[(triisopropylsilyl)oxy]propanamido}-3-methylpentanoate

Guidance literature:: C₂₅H₃₆O₄Si; With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h; Inert atmosphere;

D-allo-isoleucine methyl ester; With triethylamine; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 40h; Inert atmosphere;
DOI:10.1021/ja309947n

Reference yield:

: (2R,3S)-ethyl 3-(4-(benzyloxy)phenyl)-2,3-dihydroxypropanoate

: 1412914-80-7
(2R,3S)-methyl 2-{(R)-3-[4-(benzyloxy)phenyl]-2-[(triisopropylsilyl)oxy]propanamido}-3-methylpentanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: trifluoroacetic acid; triethylsilane / dichloromethane / 18 h / 0 - 20 °C / Inert atmosphere

2.1: dmap; 1H-imidazole / dichloromethane / 24 h / 20 °C / Inert atmosphere

3.1: water; lithium hydroxide / methanol; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

4.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

4.2: 40 h / 20 °C / Inert atmosphere

With 1H-imidazole; triethylsilane; dmap; water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja309947n

Reference yield:

: 482656-47-3
ethyl (2R)-3-[4-(benzyloxy)phenyl]-2-hydroxypropanoate

: 1412914-80-7
(2R,3S)-methyl 2-{(R)-3-[4-(benzyloxy)phenyl]-2-[(triisopropylsilyl)oxy]propanamido}-3-methylpentanoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: dmap; 1H-imidazole / dichloromethane / 24 h / 20 °C / Inert atmosphere

2.1: water; lithium hydroxide / methanol; tetrahydrofuran / 24 h / 20 °C / Inert atmosphere

3.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

3.2: 40 h / 20 °C / Inert atmosphere

With 1H-imidazole; dmap; water; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja309947n