(R)-1-Benzyl-6-((S)-1,2-dihydroxy-ethyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl ester

Base Information

Chemical Name:(R)-1-Benzyl-6-((S)-1,2-dihydroxy-ethyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl ester
CAS No.:210549-04-5
Molecular Formula:C₂₄H₃₉N₃O₅
Molecular Weight:449.591
Hs Code.:

Synonyms:(R)-1-Benzyl-6-((S)-1,2-dihydroxy-ethyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl ester

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Chemical Property of (R)-1-Benzyl-6-((S)-1,2-dihydroxy-ethyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl ester

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Technology Process of (R)-1-Benzyl-6-((S)-1,2-dihydroxy-ethyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl ester

There total 9 articles about (R)-1-Benzyl-6-((S)-1,2-dihydroxy-ethyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl 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: 77.0%

: 210549-03-4
(R)-1-Benzyl-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl ester

: 210549-04-5
(R)-1-Benzyl-6-((S)-1,2-dihydroxy-ethyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl ester

Guidance literature:: With 4 A molecular sieve; camphor-10-sulfonic acid; In methanol; for 24h; Ambient temperature;
DOI:10.1002/hlca.19980810541

Reference yield:

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

: 210549-04-5
(R)-1-Benzyl-6-((S)-1,2-dihydroxy-ethyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 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: 76 percent / Et₃N / dioxane / 29 h / 80 °C

8: 77 percent / camphorsulfonic acid, 4 Angstroem molecular sieve / methanol / 24 h / Ambient temperature

With lithium hydroxide; diethyl cyanophosphonate; 4 A molecular sieve; camphor-10-sulfonic acid; hydrogen; triethylamine; trifluoroacetic acid; lithium chloride; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; ammonium hydroxide; ethanol; dichloromethane; 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

: 210549-04-5
(R)-1-Benzyl-6-((S)-1,2-dihydroxy-ethyl)-8-oxo-1,5,9-triaza-cyclotridecane-5-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 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: 76 percent / Et₃N / dioxane / 29 h / 80 °C

7: 77 percent / camphorsulfonic acid, 4 Angstroem molecular sieve / methanol / 24 h / Ambient temperature

With lithium hydroxide; diethyl cyanophosphonate; 4 A molecular sieve; camphor-10-sulfonic acid; hydrogen; triethylamine; trifluoroacetic acid; lithium chloride; nickel; In tetrahydrofuran; 1,4-dioxane; methanol; ammonium hydroxide; ethanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1002/hlca.19980810541