benzyl ((S)-6-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxohexan-2-yl)carbamate

Base Information

• Chemical Name: benzyl ((S)-6-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxohexan-2-yl)carbamate
• CAS No.: 1359969-83-7
• Molecular Formula: C₃₅H₄₀N₆O₆
• Molecular Weight: 640.739

Synonyms:benzyl ((S)-6-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxohexan-2-yl)carbamate

Chemical Property of benzyl ((S)-6-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxohexan-2-yl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of benzyl ((S)-6-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxohexan-2-yl)carbamate

There total 7 articles about benzyl ((S)-6-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxohexan-2-yl)carbamate 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:

(S)-6-azido-2-(benzyloxycarbonylamino)hexanoic acid → benzyl ((S)-6-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxohexan-2-yl)carbamate (1359969-83-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

2.1: lithium hydroxide / tetrahydrofuran; water / 16 h / 0 - 20 °C

2.2: pH 7

3.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/ol3002199

Reference yield:

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate (949894-57-9) → benzyl ((S)-6-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxohexan-2-yl)carbamate (1359969-83-7)

Guidance literature:

Multi-step reaction with 3 steps

1: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

2: sodium tetrahydroborate / methanol / 2.5 h / 40 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With sodium tetrahydroborate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In methanol; dichloromethane;

DOI:10.1021/ol3002199

Reference yield:

C13H15NO3 (1044548-57-3) → benzyl ((S)-6-azido-1-(((S)-1-(((S)-1-hydroxy-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxohexan-2-yl)carbamate (1359969-83-7)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / 2.5 h / 40 °C

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C

With sodium tetrahydroborate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane;

DOI:10.1021/ol3002199

upstream raw materials:

(S)-Methyl 2-((tert-butoxycarbonyl)amino)-3-(4-(prop-2-yn-1-yloxy)phenyl) propanoate

C₁₃H₁₅NO₃

(S)-methyl 2-((S)-6-azido-2-(((benzyloxy)carbonyl)amino)hexanamido)-3-phenylpropanoate

methyl (2S)-2-amino-3-phenylpropanoate

Downstream raw materials:

benzyl N-[(12S,15S,18S)-15-benzyl-18-(hydroxymethyl)-13,16-dioxo-2-oxa-5,6,7,14,17-pentaazatricyclo[18.2.2.1(4,7)]pentacosa-1⁽²²⁾,4⁽²⁵⁾,5,20,23-pentaen-12-yl]carbamate

benzyl N-[(12S,15S,18S)-15-benzyl-18-formyl-13,16-dioxo-2-oxa-5,6,7,14,17-pentaazatricyclo[18.2.2.1(4,7)]pentacosa-1⁽²²⁾,4⁽²⁵⁾,5,20,23-pentaen-12-yl]carbamate

benzyl ((S)-6-azido-1-oxo-1-(((S)-1-oxo-1-(((S)-1-oxo-3-(4-(prop-2-yn-1-yloxy)phenyl)propan-2-yl)amino)-3-phenylpropan-2-yl)amino)hexan-2-yl)carbamate

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