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

Base Information

Chemical Name: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
CAS No.:753487-79-5
Molecular Formula:C₅₇H₇₀N₄O₉Si
Molecular Weight:983.29
Hs Code.:

benzoic acid 4-(1-allyloxycarbonyl-ethylcarbamoyl)-4-{[3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1<i>H</i>-indol-3-yl]-2-(9<i>H</i>-fluoren-9-ylmethoxycarbonylamino)-propionyl]-methyl-amino}-2-methyl-butyl ester

Synonyms: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

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Chemical Property of 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

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Technology Process of 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

There total 9 articles about 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 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: 70.0%

: 855315-80-9
Benzoic acid (2R,4S)-4-((S)-1-allyloxycarbonyl-ethylcarbamoyl)-2-methyl-4-methylamino-butyl ester

: 753487-61-5
3-(tert-butyl-dimethyl-silanyloxy)-3-[1-(1,1-dimethyl-allyl)-1H-indol-3-yl]-2-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid

: 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

Guidance literature:: With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; N-ethyl-N,N-diisopropylamine; at 0 ℃;
DOI:10.1016/j.tet.2005.03.058

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

: 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

Guidance literature:: Multi-step reaction with 4 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

With 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

: 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

Guidance literature:: Multi-step reaction with 3 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

With 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