N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-benzyl-2-hydroxyethyl]-N''-[(S)-1-phenylethyl]guanidine

Base Information

Chemical Name:N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-benzyl-2-hydroxyethyl]-N''-[(S)-1-phenylethyl]guanidine
CAS No.:314050-73-2
Molecular Formula:C₃₃H₄₇N₃O₂Si
Molecular Weight:545.841
Hs Code.:

Synonyms:N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-benzyl-2-hydroxyethyl]-N''-[(S)-1-phenylethyl]guanidine

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Chemical Property of N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-benzyl-2-hydroxyethyl]-N''-[(S)-1-phenylethyl]guanidine

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Technology Process of N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-benzyl-2-hydroxyethyl]-N''-[(S)-1-phenylethyl]guanidine

There total 5 articles about N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-benzyl-2-hydroxyethyl]-N''-[(S)-1-phenylethyl]guanidine 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: 88.0%

: 3182-95-4
L-Phenylalaninol

: N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-phenylethyl]carbodiimide

: 314050-73-2
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-benzyl-2-hydroxyethyl]-N''-[(S)-1-phenylethyl]guanidine

Guidance literature:: In toluene; at 60 ℃; for 13h;
DOI:10.1021/jo000746f

Reference yield:

: 314050-81-2
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-phenylethyl]thiourea

: 314050-73-2
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-benzyl-2-hydroxyethyl]-N''-[(S)-1-phenylethyl]guanidine

Guidance literature:: Multi-step reaction with 2 steps

1: 63 percent / DMC; Et₃N / CH₂Cl₂ / 18 h / 20 °C

2: 88 percent / toluene / 13 h / 60 °C

With 3,3-dimethyl-D-cysteine; triethylamine; In dichloromethane; toluene; 1: dehydrosulfination / 2: Addition;
DOI:10.1021/jo000746f

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 314050-73-2
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(S)-1-benzyl-2-hydroxyethyl]-N''-[(S)-1-phenylethyl]guanidine

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 21 h / 20 °C

2: 100 percent / CH₂Cl₂ / 6.5 h / 20 °C

3: 63 percent / DMC; Et₃N / CH₂Cl₂ / 18 h / 20 °C

4: 88 percent / toluene / 13 h / 60 °C

With dmap; 3,3-dimethyl-D-cysteine; triethylamine; In dichloromethane; toluene; 1: Substitution / 2: Substitution / 3: dehydrosulfination / 4: Addition;
DOI:10.1021/jo000746f