methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate

Base Information

Chemical Name:methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate
CAS No.:911050-89-0
Molecular Formula:C₂₁H₃₅NO₅Si
Molecular Weight:409.598
Hs Code.:

Synonyms:methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate

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Chemical Property of methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate

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Technology Process of methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate

There total 3 articles about methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-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: 52.0%

: 911050-87-8
methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-{[tert-butyldimethylsilyl]oxy}pentanoate

: 74-88-4
methyl iodide

: 911050-89-0
methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate

Guidance literature:: methyl (4S)-4-[(benzyloxy)carbonyl]amino-5-{[tert-butyldimethylsilyl]oxy}pentanoate; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; for 1h;

methyl iodide; In tetrahydrofuran; at -78 ℃; for 3h;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 119109-58-9
4-(S)-[4-(N-benzyloxycarbonylamino)-5-hydroxy]pentanoic acid methyl ester

: 911050-89-0
methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 74 percent / imidazole / dimethylformamide / 0 - 20 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

2.2: 52 percent / tetrahydrofuran / 3 h / -78 °C

With 1H-imidazole; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.040

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 911050-89-0
methyl (2S,4S)-4-[(benzyloxy)carbonyl]amino-5-[tert-butyldimethylsilyl]oxy-2-methylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 74 percent / imidazole / dimethylformamide / 0 - 20 °C

2.1: lithium hexamethyldisilazide / tetrahydrofuran / 1 h / -78 °C

2.2: 52 percent / tetrahydrofuran / 3 h / -78 °C

With 1H-imidazole; lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2006.05.040