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

Base Information

Chemical Name:(R)-1-Benzyl-6-((Z)-hept-1-enyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester
CAS No.:210549-14-7
Molecular Formula:C₃₂H₄₅N₃O₃
Molecular Weight:519.728
Hs Code.:

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

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

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

There total 12 articles about (R)-1-Benzyl-6-((Z)-hept-1-enyl)-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: 97.0%

: 210549-13-6
(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

: 210549-14-7
(R)-1-Benzyl-6-((Z)-hept-1-enyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester

Guidance literature:: With trifluoroacetic acid; In chloroform; for 3h; Ambient temperature;
DOI:10.1002/hlca.19980810541

Reference yield:

: 90914-08-2
N-[N-(tert-Butyloxycarbonyl)-3-aminopropyl]benzylamine

: 210549-14-7
(R)-1-Benzyl-6-((Z)-hept-1-enyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 12 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

8: 76 percent / NaH, 4-(dimethylamino)pyridine / tetrahydrofuran / 24 h / Ambient temperature

9: 69 percent / camphorsulfonic acid / methanol / 24 h / Ambient temperature

10: 84 percent / NaIO₄ / methanol / 4 h / Ambient temperature

11: 1.) KOtBu / 1.) THF, r.t., overnight; 2.) THF, -78 deg C, 2 h, -40 deg C, 24 h

12: 97 percent / CF₃COOH / CHCl₃ / 3 h / Ambient temperature

With dmap; lithium hydroxide; sodium periodate; diethyl cyanophosphonate; camphor-10-sulfonic acid; potassium tert-butylate; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; nickel; In tetrahydrofuran; methanol; ammonium hydroxide; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19980810541

Reference yield:

: 90914-11-7
N-[N-(tert-Butoxycarbonyl)-3-aminopropyl]-N-(3-cyanopropyl)benzylamine

: 210549-14-7
(R)-1-Benzyl-6-((Z)-hept-1-enyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid benzyl ester

Guidance literature:: Multi-step reaction with 11 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

7: 76 percent / NaH, 4-(dimethylamino)pyridine / tetrahydrofuran / 24 h / Ambient temperature

8: 69 percent / camphorsulfonic acid / methanol / 24 h / Ambient temperature

9: 84 percent / NaIO₄ / methanol / 4 h / Ambient temperature

10: 1.) KOtBu / 1.) THF, r.t., overnight; 2.) THF, -78 deg C, 2 h, -40 deg C, 24 h

11: 97 percent / CF₃COOH / CHCl₃ / 3 h / Ambient temperature

With dmap; lithium hydroxide; sodium periodate; diethyl cyanophosphonate; camphor-10-sulfonic acid; potassium tert-butylate; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium chloride; nickel; In tetrahydrofuran; methanol; ammonium hydroxide; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19980810541