(S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester

Base Information

Chemical Name:(S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester
CAS No.:790302-30-6
Molecular Formula:C₂₃H₃₆N₂O₆
Molecular Weight:436.549
Hs Code.:

Synonyms:(S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester

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Chemical Property of (S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester

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Technology Process of (S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester

There total 12 articles about (S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric 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:

: 53363-91-0
2-(N-benzyloxycarbonyl-N-methylamino)-3-methylbutyric acid methyl ester

: 790302-30-6
(S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: aq. HCl; H₂ / Pd/C / methanol / 4 h / 20 °C

2: 280 mg / iPr₂NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH₂Cl₂ / -25 - 20 °C

3: TFA / CH₂Cl₂ / 0 °C

With hydrogenchloride; 1-hydroxy-7-aza-benzotriazole; hydrogen; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium on activated charcoal; In methanol; dichloromethane;
DOI:10.1021/ol048437p

Reference yield:

: 35016-37-6,769890-37-1
N-methyl-L-valine methyl ester

: 790302-30-6
(S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 280 mg / iPr₂NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH₂Cl₂ / -25 - 20 °C

2: TFA / CH₂Cl₂ / 0 °C

With 1-hydroxy-7-aza-benzotriazole; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1021/ol048437p

Reference yield:

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

: 790302-30-6
(S)-2-[((2S,3S)-3-Benzyloxycarbonylamino-7-hydroxy-2-methyl-heptanoyl)-methyl-amino]-3-methyl-butyric acid methyl ester

Guidance literature:: Multi-step reaction with 9 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

7.1: LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 0 - 20 °C

8.1: 280 mg / iPr₂NEt; 1-hydroxy-7-azabenzotriazole; 2-bromo-1-ethylpyridinium tetrafluoroborate / CH₂Cl₂ / -25 - 20 °C

9.1: TFA / CH₂Cl₂ / 0 °C

With lithium hydroxide; 1-hydroxy-7-aza-benzotriazole; silver benzoate; 2-bromo-1-ethylpyridin-1-ium tetrafluoroborate; potassium carbonate; acetic acid; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; lithium diisopropyl amide; sodium nitrite; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; water;
DOI:10.1021/ol048437p