(R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester

Base Information

• Chemical Name: (R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester
• CAS No.: 210549-09-0
• Molecular Formula: C₃₀H₄₁N₃O₅
• Molecular Weight: 523.673

Synonyms:(R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester

Chemical Property of (R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester

There total 7 articles about (R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl 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: 89.0%

benzyl chloroformate (501-53-1,94274-21-2) + (4R,4'S)-9-benzyl-4-(2',2'-dimethyldioxolan-4'-yl)-1,5,9-triazacyclotridecan-2-one (210549-00-1) → (R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester (210549-09-0)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 4h; Heating;

DOI:10.1002/hlca.19980810541

Reference yield:

N-[N-(tert-Butyloxycarbonyl)-3-aminopropyl]benzylamine (90914-08-2) → (R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester (210549-09-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 76 percent / Et₃N / tetrahydrofuran / 36 h / Heating

2: 95 percent / CF₃COOH / CH₂Cl₂ / 2 h / Ambient temperature

3: LiCl / tetrahydrofuran / 240 h / Ambient temperature

4: 77 percent / H₂ / Raney-Ni / ethanol; aq. NH₃ / 3040 Torr / Ambient temperature

5: 80 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 4 h / Ambient temperature

6: 63 percent / (EtO)2POCN, Et₃N / dimethylformamide / 24 h / Ambient temperature

7: 89 percent / (i-Pr)2EtN / tetrahydrofuran / 4 h / Heating

With lithium hydroxide; diethyl cyanophosphonate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; nickel; In tetrahydrofuran; methanol; ammonium hydroxide; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19980810541

Reference yield:

N-[N-(tert-Butoxycarbonyl)-3-aminopropyl]-N-(3-cyanopropyl)benzylamine (90914-11-7) → (R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester (210549-09-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 95 percent / CF₃COOH / CH₂Cl₂ / 2 h / Ambient temperature

2: LiCl / tetrahydrofuran / 240 h / Ambient temperature

3: 77 percent / H₂ / Raney-Ni / ethanol; aq. NH₃ / 3040 Torr / Ambient temperature

4: 80 percent / LiOH*H₂O / tetrahydrofuran; methanol; H₂O / 4 h / Ambient temperature

5: 63 percent / (EtO)2POCN, Et₃N / dimethylformamide / 24 h / Ambient temperature

6: 89 percent / (i-Pr)2EtN / tetrahydrofuran / 4 h / Heating

With lithium hydroxide; diethyl cyanophosphonate; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; nickel; In tetrahydrofuran; methanol; ammonium hydroxide; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/hlca.19980810541

upstream raw materials:

benzyl chloroformate

(4R,4'S)-9-benzyl-4-(2',2'-dimethyldioxolan-4'-yl)-1,5,9-triazacyclotridecan-2-one

N-[N-(tert-Butyloxycarbonyl)-3-aminopropyl]benzylamine

N-[N-(tert-Butoxycarbonyl)-3-aminopropyl]-N-(3-cyanopropyl)benzylamine

Downstream raw materials:

(R)-9-Benzyl-4-((Z)-hept-1-enyl)-2-oxo-1,5,9-triaza-cyclotridecane-1,5-dicarboxylic acid 5-benzyl ester 1-tert-butyl ester

(R)-9-Benzyl-4-((S)-1,2-dihydroxy-ethyl)-2-oxo-1,5,9-triaza-cyclotridecane-1,5-dicarboxylic acid 5-benzyl ester 1-tert-butyl ester

(R)-9-Benzyl-4-formyl-2-oxo-1,5,9-triaza-cyclotridecane-1,5-dicarboxylic acid 5-benzyl ester 1-tert-butyl ester

(R)-1-Benzyl-6-((Z)-hept-1-enyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester

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