(S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid

Base Information

Chemical Name:(S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid
CAS No.:690674-29-4
Molecular Formula:C₃₄H₄₄N₂O₅Si
Molecular Weight:588.819
Hs Code.:

Synonyms:(S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid

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Chemical Property of (S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid

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Technology Process of (S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid

There total 14 articles about (S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid 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: 74.0%

: 690674-38-5
(S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester

: 690674-29-4
(S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 3h;
DOI:10.1021/jo049929i

Reference yield:

: 100-59-4
phenylmagnesium chloride

: 690674-29-4
(S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid

Guidance literature:: Multi-step reaction with 10 steps

1.1: diethyl ether; tetrahydrofuran / 24 h / Heating

1.2: 65 percent / aqueous HF / ethanol / 48 h

2.1: tert-butyllithium / diethyl ether; pentane / 2 h / -78 - 20 °C

2.2: 74 percent / diethyl ether; pentane / 41 h / 0 - 20 °C

3.1: 73 percent / dimethylformamide / 90 - 100 °C

4.1: 74 percent / boron tribromide / CH₂Cl₂ / 2 h / -78 °C

5.1: N-methylmorpholine N-oxide / tetrapropylammonium perruthenate / CH₂Cl₂ / 2 h / 20 °C

6.1: 90 percent / NaClO₂; sodium dihydrogen phosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

7.1: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt; diisopropylethylamine / CH₂Cl₂ / 25 h / 0 - 20 °C

8.1: 91 percent / hydrazine / ethanol / 2 h / Heating

9.1: 91 percent / NaHCO₃ / diethyl ether; H₂O / 1.5 h / 0 °C

10.1: 74 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 - 20 °C

With sodium chlorite; sodium dihydrogen phosphate; 2-methyl-but-2-ene; tert.-butyl lithium; boron tribromide; sodium hydrogencarbonate; benzotriazol-1-ol; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; hydrazine; tetrapropylammonium perruthennate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; pentane; 6.1: Pinnick oxidation;
DOI:10.1021/jo049929i

Reference yield:

: 163810-26-2
(4R)-4-benzyl-3-(4-methylpentanoyl)oxazolidin-2-one

: 690674-29-4
(S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid

Guidance literature:: Multi-step reaction with 12 steps

1.1: TiCl₄; diisopropylethylamine / CH₂Cl₂ / 1 h / 0 °C

1.2: 86 percent / CH₂Cl₂ / 7 h / 0 °C

2.1: 87 percent / lithium borohydride / diethyl ether; tetrahydrofuran / 2.5 h / 0 °C

3.1: 85 percent / iodine; triphenylphosphine; imidazole / diethyl ether; acetonitrile / 3 h / 0 °C

4.1: tert-butyllithium / diethyl ether; pentane / 2 h / -78 - 20 °C

4.2: 74 percent / diethyl ether; pentane / 41 h / 0 - 20 °C

5.1: 73 percent / dimethylformamide / 90 - 100 °C

6.1: 74 percent / boron tribromide / CH₂Cl₂ / 2 h / -78 °C

7.1: N-methylmorpholine N-oxide / tetrapropylammonium perruthenate / CH₂Cl₂ / 2 h / 20 °C

8.1: 90 percent / NaClO₂; sodium dihydrogen phosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

9.1: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt; diisopropylethylamine / CH₂Cl₂ / 25 h / 0 - 20 °C

10.1: 91 percent / hydrazine / ethanol / 2 h / Heating

11.1: 91 percent / NaHCO₃ / diethyl ether; H₂O / 1.5 h / 0 °C

12.1: 74 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 - 20 °C

With 1H-imidazole; sodium chlorite; lithium borohydride; sodium dihydrogen phosphate; 2-methyl-but-2-ene; iodine; tert.-butyl lithium; boron tribromide; titanium tetrachloride; sodium hydrogencarbonate; benzotriazol-1-ol; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; hydrazine; tetrapropylammonium perruthennate; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol; pentane; 8.1: Pinnick oxidation;
DOI:10.1021/jo049929i