S-[1,1-dimethyl-4-(trityloxy)butyl] (2S)-2-{[tert-butoxycarbonyl]amino}-3-phenylpropanethioate

Base Information

Chemical Name:S-[1,1-dimethyl-4-(trityloxy)butyl] (2S)-2-{[tert-butoxycarbonyl]amino}-3-phenylpropanethioate
CAS No.:1274754-67-4
Molecular Formula:C₃₉H₄₅NO₄S
Molecular Weight:623.857
Hs Code.:

Synonyms:S-[1,1-dimethyl-4-(trityloxy)butyl] (2S)-2-{[tert-butoxycarbonyl]amino}-3-phenylpropanethioate

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Chemical Property of S-[1,1-dimethyl-4-(trityloxy)butyl] (2S)-2-{[tert-butoxycarbonyl]amino}-3-phenylpropanethioate

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Technology Process of S-[1,1-dimethyl-4-(trityloxy)butyl] (2S)-2-{[tert-butoxycarbonyl]amino}-3-phenylpropanethioate

There total 8 articles about S-[1,1-dimethyl-4-(trityloxy)butyl] (2S)-2-{[tert-butoxycarbonyl]amino}-3-phenylpropanethioate 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: 32.0%

: 1274754-75-4
1,1-dimethyl-4-(trityloxy)butyl thiol hydrosulfide

: 13734-34-4
N-tert-butoxycarbonyl-L-phenylalanine

: 1274754-67-4
S-[1,1-dimethyl-4-(trityloxy)butyl] (2S)-2-{[tert-butoxycarbonyl]amino}-3-phenylpropanethioate

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 38h; Inert atmosphere;
DOI:10.1021/ol1029723

Reference yield:

: 763-89-3
4-methylpent-3-en-1-ol

: 1274754-67-4
S-[1,1-dimethyl-4-(trityloxy)butyl] (2S)-2-{[tert-butoxycarbonyl]amino}-3-phenylpropanethioate

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 1 h / 20 °C

2: indium(III) chloride / 1,2-dichloro-ethane / 17 h / 80 °C / Inert atmosphere

3: triethylamine / pyridine / 2 h / 20 °C

4: dmap; triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

5: sodium thiomethoxide / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

6: dmap; dicyclohexyl-carbodiimide / dichloromethane / 38 h / 0 - 20 °C / Inert atmosphere

With pyridine; dmap; indium(III) chloride; triethylamine; dicyclohexyl-carbodiimide; sodium thiomethoxide; In tetrahydrofuran; pyridine; methanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/ol1029723

Reference yield:

: 1274754-74-3
S-(4-hydroxy-1,1-dimethylbutyl) ethanethioate

: 1274754-67-4
S-[1,1-dimethyl-4-(trityloxy)butyl] (2S)-2-{[tert-butoxycarbonyl]amino}-3-phenylpropanethioate

Guidance literature:: Multi-step reaction with 3 steps

1: dmap; triethylamine / dichloromethane / 18 h / 20 °C / Inert atmosphere

2: sodium thiomethoxide / tetrahydrofuran; methanol / 1 h / 20 °C / Inert atmosphere

3: dmap; dicyclohexyl-carbodiimide / dichloromethane / 38 h / 0 - 20 °C / Inert atmosphere

With dmap; triethylamine; dicyclohexyl-carbodiimide; sodium thiomethoxide; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol1029723