S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine cyanomethyl ester

Base Information

Chemical Name:S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine cyanomethyl ester
CAS No.:1373406-33-7
Molecular Formula:C₃₇H₃₇N₃O₁₀S
Molecular Weight:715.781
Hs Code.:

Synonyms:S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine cyanomethyl ester

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Chemical Property of S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine cyanomethyl ester

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Technology Process of S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine cyanomethyl ester

There total 6 articles about S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine cyanomethyl 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: 67.0%

: 1373406-39-3
S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine

: 107-14-2
chloroacetonitrile

: 1373406-33-7
S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine cyanomethyl ester

Guidance literature:: With triethylamine; In acetonitrile; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1016/j.bmc.2012.02.024

Reference yield:

: 1067427-07-9
N-(6-nitroveratryloxycarbonyl)-L-allo-threonine

: 1373406-33-7
S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine cyanomethyl ester

Guidance literature:: Multi-step reaction with 5 steps

1.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / dichloromethane / 20 h / 20 °C / Inert atmosphere

2.1: N,N-dimethyl-formamide / 23 h / 20 °C / Inert atmosphere

3.1: lithium hydroxide / methanol; water / 1 h / 20 °C / Inert atmosphere

3.2: pH Ca_. 3

4.1: triethylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

5.1: triethylamine / acetonitrile / 24 h / 20 °C / Inert atmosphere

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; lithium hydroxide; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2012.02.024

Reference yield:

: 42855-00-5
nitroveratryloxycarbonyl chloride

: 1373406-33-7
S-(4,4'-dimethoxytrityl)-N-(6-nitroveratryloxycarbonyl)-L-thiothreonine cyanomethyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydrogencarbonate / 1,4-dioxane; water / 17 h / 20 °C / Inert atmosphere

1.2: pH 4

2.1: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine / dichloromethane / 20 h / 20 °C / Inert atmosphere

3.1: N,N-dimethyl-formamide / 23 h / 20 °C / Inert atmosphere

4.1: lithium hydroxide / methanol; water / 1 h / 20 °C / Inert atmosphere

4.2: pH Ca_. 3

5.1: triethylamine / N,N-dimethyl-formamide / 18 h / 20 °C / Inert atmosphere

6.1: triethylamine / acetonitrile / 24 h / 20 °C / Inert atmosphere

With sodium hydrogencarbonate; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; lithium hydroxide; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2012.02.024