N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea

Base Information

Chemical Name:N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea
CAS No.:314050-61-8
Molecular Formula:C₃₅H₄₉N₃O₃SSi
Molecular Weight:619.944
Hs Code.:

Synonyms:N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea

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Chemical Property of N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea

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Technology Process of N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea

There total 6 articles about N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea 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: 99.0%

: 314050-60-7
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-amino-1,2-diphenylethyl]thiourea

: 24424-99-5
di-tert-butyl dicarbonate

: 314050-61-8
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 18h;
DOI:10.1021/jo000746f

Reference yield:

: 3182-95-4
L-Phenylalaninol

: 314050-61-8
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea

Guidance literature:: Multi-step reaction with 5 steps

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

2: Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 8.91 percent / 2-chloro-1,3-dimethylimidazolinium chloride / CH₂Cl₂ / 48 h / 20 °C

4: CH₂Cl₂ / Heating

5: 99 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

With dmap; 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In dichloromethane; 1: Substitution / 2: Substitution / 3: dehydrosulfination / 4: thioamidation / 5: Acylation;
DOI:10.1021/jo000746f

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 314050-61-8
N-[(S)-1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-N'-[(1S,2S)-2-(tert-butoxycarbonylamino)-1,2-diphenylethyl]thiourea

Guidance literature:: Multi-step reaction with 5 steps

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

2: Et₃N / CH₂Cl₂ / 2 h / 20 °C

3: 8.91 percent / 2-chloro-1,3-dimethylimidazolinium chloride / CH₂Cl₂ / 48 h / 20 °C

4: CH₂Cl₂ / Heating

5: 99 percent / Et₃N / CH₂Cl₂ / 18 h / 20 °C

With dmap; 2-chloro-1,3-dimethylimidazolinium chloride; triethylamine; In dichloromethane; 1: Substitution / 2: Substitution / 3: dehydrosulfination / 4: thioamidation / 5: Acylation;
DOI:10.1021/jo000746f