[(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester

Base Information

• Chemical Name: [(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester
• CAS No.: 1613269-65-0
• Molecular Formula: C₄₄H₇₀BN₃O₁₀
• Molecular Weight: 811.865
• Mol file: 1613269-65-0.mol

Synonyms:[(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester

Chemical Property of [(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester

There total 8 articles about [(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester 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:

2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid (1613269-64-9) + [(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester (1613269-66-1) → [(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester (1613269-65-0)

Guidance literature:

2-(trans-4-((tert-butoxycarbonyl)(2-((tert-butoxycarbonyl)amino)ethyl)amino)cyclohexyl)acetic acid; With 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl acetamide; for 1.5h;

[(1S)-1-[bis(trimethylsilyl)amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-) pinandiolato diester; In tetrahydrofuran; N,N-dimethyl acetamide; for 4h;

Reference yield:

3-iodo-2-methoxybenzoic acid tert-butyl ester (1613269-59-2) → [(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester (1613269-65-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: TurboGrignard / tetrahydrofuran / 0.33 h / -40 °C

1.2: 0.75 h / -78 °C

1.3: 2 h

2.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C

2.2: 1.13 h / -100 - -10 °C

3.1: tetrahydrofuran / 1 h / -20 °C

4.1: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl acetamide / 1.5 h

4.2: 4 h

With 4-methyl-morpholine; TurboGrignard; n-butyllithium; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; hexane; N,N-dimethyl acetamide;

Reference yield:

3-iodo-2-methoxy-benzaldehyde (874347-49-6) → [(1S)-1-[[2-[trans-4-[tert-butoxycarbonyl-[2-(tert-butoxycarbonylamino)ethyl]amino]cyclohexyl]acetyl]amino]-2-(3-tert-butoxycarbonyl-2-methoxy-phenyl)ethyl]boronic acid (-)-pinanediolato diester (1613269-65-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: 2,3-Dimethyl-2-butene; disodium hydrogen phosphate monohydrate; sodium chlorite / water; tert-butyl alcohol / 0.33 h

2.1: thionyl chloride / 0.5 h / 82 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -5 °C

3.2: 1.5 h

4.1: TurboGrignard / tetrahydrofuran / 0.33 h / -40 °C

4.2: 0.75 h / -78 °C

4.3: 2 h

5.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -100 °C

5.2: 1.13 h / -100 - -10 °C

6.1: tetrahydrofuran / 1 h / -20 °C

7.1: 4-methyl-morpholine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate / N,N-dimethyl acetamide / 1.5 h

7.2: 4 h

With 4-methyl-morpholine; sodium chlorite; TurboGrignard; n-butyllithium; thionyl chloride; 2,3-Dimethyl-2-butene; disodium hydrogen phosphate monohydrate; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; hexane; N,N-dimethyl acetamide; water; tert-butyl alcohol;

upstream raw materials:

3-iodo-2-methoxy-benzaldehyde

2-hydroxy-3-iodo-benzaldehyde

3-iodo-2-methoxy-benzoic acid

3-iodo-2-methoxy-benzoyl chloride