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

Base Information

Chemical Name:(S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester
CAS No.:690674-38-5
Molecular Formula:C₃₈H₅₂N₂O₅Si
Molecular Weight:644.927
Hs Code.:

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

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

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

There total 15 articles about (S)-2-[(S)-2-[[[(benzyloxycarbonylamino)methyl]diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-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: 91.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 503066-40-8
(S)-2-[(S)-2-[[(aminomethyl)diphenylsilanyl]methyl]-4-methylpentanoylamino]-4-methylpentanoic acid tert-butyl ester

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

Guidance literature:: DOI:10.1016/S0960-894X(02)00804-1

Reference yield:

: 503066-37-3
(S)-[2-(benzyloxymethyl)-4-methylpentyl](chloromethyl)diphenylsilane

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

Guidance literature:: Multi-step reaction with 7 steps

1: 73 percent / dimethylformamide / 90 - 100 °C

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

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

4: 90 percent / NaClO₂; sodium dihydrogen phosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

5: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt; diisopropylethylamine / CH₂Cl₂ / 25 h / 0 - 20 °C

6: 91 percent / hydrazine / ethanol / 2 h / Heating

7: 91 percent / NaHCO₃ / diethyl ether; H₂O / 1.5 h / 0 °C

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

Reference yield:

: 503066-36-2
(chloromethyl)fluorodiphenylsilane

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

Guidance literature:: Multi-step reaction with 8 steps

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

1.2: 74 percent / diethyl ether; pentane / 41 h / 0 - 20 °C

2.1: 73 percent / dimethylformamide / 90 - 100 °C

3.1: 74 percent / boron tribromide / CH₂Cl₂ / 2 h / -78 °C

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

5.1: 90 percent / NaClO₂; sodium dihydrogen phosphate; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O / 2 h / 20 °C

6.1: 89 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride; HOBt; diisopropylethylamine / CH₂Cl₂ / 25 h / 0 - 20 °C

7.1: 91 percent / hydrazine / ethanol / 2 h / Heating

8.1: 91 percent / NaHCO₃ / diethyl ether; H₂O / 1.5 h / 0 °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; hydrazine; tetrapropylammonium perruthennate; In diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; pentane; 5.1: Pinnick oxidation;
DOI:10.1021/jo049929i