{S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine

Base Information

Chemical Name:{S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine
CAS No.:1275513-77-3
Molecular Formula:C₄₄H₅₀N₁₂O₁₁S₂
Molecular Weight:987.087
Hs Code.:

{S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine

Synonyms:{S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine

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Chemical Property of {S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine

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Technology Process of {S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine

There total 7 articles about {S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine 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: 84.0%

: 1275513-76-2
{S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-N-Fmoc-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine

: 1275513-77-3
{S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine

Guidance literature:: With piperidine; In N,N-dimethyl-formamide; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ja200829s

Reference yield:

: 1182206-90-1
tert-butyl N₄-[(benzyloxy)carbonyl]-8-(hydroxymethyl)adenine-9-acetate

: 1275513-77-3
{S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine

Guidance literature:: Multi-step reaction with 6 steps

1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2: lithium chloride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

4: triethylsilane; trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

5: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h / 0 °C / Inert atmosphere

6: piperidine / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

With piperidine; triethylsilane; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja200829s

Reference yield:

: C₂₁H₂₅N₅O₇S

: 1275513-77-3
{S-[N6-(benzyloxycarbonyl)-9-(ω-carbonylmethyl)adenine-8-methyl]-L-cysteine methyl ester}-S-{N6-(benzyloxycarbonyl)-9-[(tert-butoxy)carbonylmethyl]adenine-8-methyl}-L-cysteine

Guidance literature:: Multi-step reaction with 5 steps

1: lithium chloride / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

3: triethylsilane; trifluoroacetic acid / dichloromethane / 0 - 20 °C / Inert atmosphere

4: O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 3 h / 0 °C / Inert atmosphere

5: piperidine / N,N-dimethyl-formamide / 1 h / 0 °C / Inert atmosphere

With piperidine; triethylsilane; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja200829s