Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl ester

Base Information

Chemical Name:Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl ester
CAS No.:855315-83-2
Molecular Formula:C₄₂H₆₀N₄O₇Si
Molecular Weight:761.047
Hs Code.:

Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl ester

Synonyms:Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl ester

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Chemical Property of Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl ester

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Technology Process of Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl ester

There total 10 articles about Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl 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:

: 753487-79-5
benzoic acid 4-(1-allyloxycarbonyl-ethylcarbamoyl)-4-{[3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionyl]-methyl-amino}-2-methyl-butyl ester

: 855315-83-2
Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl ester

Guidance literature:: With piperidine; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1021/ol049065n

Reference yield:

: 753487-71-7
2-benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionic acid ethyl ester

: 855315-83-2
Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / Et₃SiH; Et₃N / Pd(OAc)2 / CH₂Cl₂ / 20 h / 20 °C

2: LiOH*H₂O / tetrahydrofuran; H₂O / 48 h / 5 °C

3: 210 mg / naHCO₃ / tetrahydrofuran; H₂O / 0 °C

4: 164 mg / i-Pr₂NEt; BOP-Cl / CH₂Cl₂ / 20 °C

5: piperidine / CH₂Cl₂ / 2 h / 20 °C

With piperidine; triethylsilane; lithium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium diacetate; In tetrahydrofuran; dichloromethane; water;
DOI:10.1021/ol049065n

Reference yield:

: 753487-47-7
Benzoic acid (2R,4S)-4-(tert-butoxycarbonyl-methyl-amino)-4-carboxy-2-methyl-butyl ester

: 855315-83-2
Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-4-({(2S,3R)-2-amino-3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-propionyl}-methyl-amino)-2-methyl-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / 1-hydroxybenzotriazole hydrate; 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; diisopropylethylamine / CH₂Cl₂ / 0 - 20 °C

2: trifluoroacetic acid / 0 - 20 °C

3: 70 percent / Bis(2-oxo-3-oxazolidinyl)phosphonic chloride; diisopropylethylamine / 0 °C

4: piperidine

With piperidine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In dichloromethane;
DOI:10.1016/j.tet.2005.03.058