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

Base Information

Chemical Name:S-[1,1-dimethyl-4-(trityloxy)butyl] 2-{[tert-butoxycarbonyl]amino}ethanethioate
CAS No.:1274754-68-5
Molecular Formula:C₃₂H₃₉NO₄S
Molecular Weight:533.732
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about S-[1,1-dimethyl-4-(trityloxy)butyl] 2-{[tert-butoxycarbonyl]amino}ethanethioate 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: 61.0%

: 4530-20-5
BOC-glycine

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

: 1274754-68-5
S-[1,1-dimethyl-4-(trityloxy)butyl] 2-{[tert-butoxycarbonyl]amino}ethanethioate

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

Reference yield:

: 1274754-73-2
S-(4-{[(9H-fluoren-9-ylmethoxy)carbonyl]oxy}-1,1-dimethylbutyl) ethanethioate

: 1274754-68-5
S-[1,1-dimethyl-4-(trityloxy)butyl] 2-{[tert-butoxycarbonyl]amino}ethanethioate

Guidance literature:: Multi-step reaction with 4 steps

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

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

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

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

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

Reference yield:

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

: 1274754-68-5
S-[1,1-dimethyl-4-(trityloxy)butyl] 2-{[tert-butoxycarbonyl]amino}ethanethioate

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