tert-butyl 2-[(2-{[(N-{[4-({(2R)-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanoylaminooxy}methyl)phenyl]methyl}carbamoyl)methyl][2-(bis{[(tert-butyl)oxycarbonyl]methyl}amino)ethyl]amino}ethyl){[(tert-butyl)oxycarbonyl]methyl}amino]acetate

Base Information

• Chemical Name: tert-butyl 2-[(2-{[(N-{[4-({(2R)-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanoylaminooxy}methyl)phenyl]methyl}carbamoyl)methyl][2-(bis{[(tert-butyl)oxycarbonyl]methyl}amino)ethyl]amino}ethyl){[(tert-butyl)oxycarbonyl]methyl}amino]acetate
• CAS No.: 1173159-13-1
• Molecular Formula: C₅₄H₈₃N₇O₁₃
• Molecular Weight: 1038.29

Synonyms:tert-butyl 2-[(2-{[(N-{[4-({(2R)-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanoylaminooxy}methyl)phenyl]methyl}carbamoyl)methyl][2-(bis{[(tert-butyl)oxycarbonyl]methyl}amino)ethyl]amino}ethyl){[(tert-butyl)oxycarbonyl]methyl}amino]acetate

Chemical Property of tert-butyl 2-[(2-{[(N-{[4-({(2R)-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanoylaminooxy}methyl)phenyl]methyl}carbamoyl)methyl][2-(bis{[(tert-butyl)oxycarbonyl]methyl}amino)ethyl]amino}ethyl){[(tert-butyl)oxycarbonyl]methyl}amino]acetate

Chemical Property:

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Technology Process of tert-butyl 2-[(2-{[(N-{[4-({(2R)-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanoylaminooxy}methyl)phenyl]methyl}carbamoyl)methyl][2-(bis{[(tert-butyl)oxycarbonyl]methyl}amino)ethyl]amino}ethyl){[(tert-butyl)oxycarbonyl]methyl}amino]acetate

There total 8 articles about tert-butyl 2-[(2-{[(N-{[4-({(2R)-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanoylaminooxy}methyl)phenyl]methyl}carbamoyl)methyl][2-(bis{[(tert-butyl)oxycarbonyl]methyl}amino)ethyl]amino}ethyl){[(tert-butyl)oxycarbonyl]methyl}amino]acetate 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:

(2R)-N-{[4-(aminomethyl)phenyl]methoxy}-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanamide formate + 3,9-Bis(tert-butoxycarbonylmethyl)-6-carboxymethyl-3,6,9-triazaundecanedioic acid-di-tert-butyl ester (174267-71-1) → tert-butyl 2-[(2-{[(N-{[4-({(2R)-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanoylaminooxy}methyl)phenyl]methyl}carbamoyl)methyl][2-(bis{[(tert-butyl)oxycarbonyl]methyl}amino)ethyl]amino}ethyl){[(tert-butyl)oxycarbonyl]methyl}amino]acetate (1173159-13-1)

Guidance literature:

With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 22 - 50 ℃; for 18.5h;

Reference yield:

N-((4-(hydroxymethyl)phenyl)methyl)prop-2-enyloxycarboxamide (1007859-08-6) → tert-butyl 2-[(2-{[(N-{[4-({(2R)-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanoylaminooxy}methyl)phenyl]methyl}carbamoyl)methyl][2-(bis{[(tert-butyl)oxycarbonyl]methyl}amino)ethyl]amino}ethyl){[(tert-butyl)oxycarbonyl]methyl}amino]acetate (1173159-13-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 1,1'-azodicarbonyl-dipiperidine; triphenylphosphine / tetrahydrofuran / 23 h / 20 °C / Inert atmosphere

1.2: 5 h / 50 °C

2.1: hydrazine hydrate / methanol / 0.5 h / Reflux

3.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 22 °C

4.1: trisodium tris(3-sulfophenyl)phosphine; diethylamine; palladium diacetate / acetonitrile; water / 0.5 h / 22 °C

5.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 18.5 h / 22 - 50 °C

With hydrazine hydrate; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

C13H15NO4 (1173157-52-2) → tert-butyl 2-[(2-{[(N-{[4-({(2R)-2-[(tert-butoxy)carbonylamino]-3-indol-2-ylpropanoylaminooxy}methyl)phenyl]methyl}carbamoyl)methyl][2-(bis{[(tert-butyl)oxycarbonyl]methyl}amino)ethyl]amino}ethyl){[(tert-butyl)oxycarbonyl]methyl}amino]acetate (1173159-13-1)

Guidance literature:

Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

2.1: 1,1'-azodicarbonyl-dipiperidine; triphenylphosphine / tetrahydrofuran / 23 h / 20 °C / Inert atmosphere

2.2: 5 h / 50 °C

3.1: hydrazine hydrate / methanol / 0.5 h / Reflux

4.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 22 °C

5.1: trisodium tris(3-sulfophenyl)phosphine; diethylamine; palladium diacetate / acetonitrile; water / 0.5 h / 22 °C

6.1: N-ethyl-N,N-diisopropylamine; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate / N,N-dimethyl-formamide / 18.5 h / 22 - 50 °C

With lithium aluminium tetrahydride; hydrazine hydrate; trisodium tris(3-sulfophenyl)phosphine; palladium diacetate; benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; diethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; methanol; water; N,N-dimethyl-formamide; acetonitrile;

upstream raw materials:

N-((4-(hydroxymethyl)phenyl)methyl)prop-2-enyloxycarboxamide

methyl 4-(aminomethyl)benzoate hydrochloride

N-({4-[(1,3-dioxoisoindolin-2-yloxy)methyl]phenyl}methyl)prop-2-enyloxycarboxamide

N-({4-[(aminooxy)methyl]phenyl}methyl)prop-2-enyloxycarboxamide

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