(2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

Base Information

Chemical Name:(2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester
CAS No.:790302-06-6
Molecular Formula:C₂₃H₃₉NO₆Si
Molecular Weight:453.651
Hs Code.:

Synonyms:(2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

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Chemical Property of (2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

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Technology Process of (2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

There total 8 articles about (2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester 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: 75.0%

: 74-88-4
methyl iodide

: 790302-05-5
(S)-3-Benzyloxycarbonylamino-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

: 790302-06-6
(2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

Guidance literature:: With lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/ol048437p

Reference yield:

: 2212-75-1
N₂-[(benzyloxy)carbonyl]-L-lysine

: 790302-06-6
(2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaNO₂; AcOH / 6 h / 40 °C

2.1: Et₃N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C

2.2: 70 percent / tetrahydrofuran; diethyl ether / -10 - 20 °C

3.1: 90 percent / PhCO₂Ag; Et₃N / -25 - 20 °C

4.1: 92 percent / K₂CO₃ / methanol / 6 h / 0 °C

5.1: 87 percent / iPr₂NEt / CH₂Cl₂ / 5 h / 20 °C

6.1: 75 percent / LDA; LiCl / tetrahydrofuran / -78 °C

With silver benzoate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium diisopropyl amide; sodium nitrite; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol048437p

Reference yield:

: 14511-39-8
2(S)-2-amino-6-(benzylideneamino)hexanoic acid

: 790302-06-6
(2S,3S)-3-Benzyloxycarbonylamino-2-methyl-7-(2-trimethylsilanyl-ethoxymethoxy)-heptanoic acid methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: aq. NaOH / ethanol / 0.33 h / -10 - 20 °C

1.2: HCl / ethanol / 0.17 h / 50 °C

2.1: NaNO₂; AcOH / 6 h / 40 °C

3.1: Et₃N; isobutyl chloroformate / tetrahydrofuran / 1 h / -25 - -10 °C

3.2: 70 percent / tetrahydrofuran; diethyl ether / -10 - 20 °C

4.1: 90 percent / PhCO₂Ag; Et₃N / -25 - 20 °C

5.1: 92 percent / K₂CO₃ / methanol / 6 h / 0 °C

6.1: 87 percent / iPr₂NEt / CH₂Cl₂ / 5 h / 20 °C

7.1: 75 percent / LDA; LiCl / tetrahydrofuran / -78 °C

With sodium hydroxide; silver benzoate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; lithium diisopropyl amide; sodium nitrite; isobutyl chloroformate; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1021/ol048437p