(R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester

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Chemical Name:(R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester
CAS No.:184094-65-3
Molecular Formula:C₃₃H₅₁N₃O₉
Molecular Weight:633.783
Hs Code.:

Synonyms:(R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester

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Chemical Property of (R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester

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Technology Process of (R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester

There total 7 articles about (R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-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: 93.0%

: 501-53-1,94274-21-2
benzyl chloroformate

: 184094-64-2
(R)-8-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-6-oxo-1,5,9-triaza-cyclotridecane-1,5-dicarboxylic acid di-tert-butyl ester

: 184094-65-3
(R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; for 4h; Ambient temperature;
DOI:10.1002/hlca.19960790721

Reference yield:

: 64520-58-7,917877-01-1
ethyl (E)-3-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)acrylate

: 184094-65-3
(R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 88 percent / toluene / 120 h

2: 70 percent / Na / liquid ammonia; tetrahydrofuran / 0.25 h

3: 1.) Na / 1.) ethanol, 30 min, RT, 2.) toluene, 0 deg C

4: 76 percent / hydrogen / Raney-Ni / ethanol; NH₃ / 6 h / 2585.7 Torr / Ambient temperature

5: 83 percent / 1N NaOH / ethanol / 336 h / 50 - 60 °C

6: 66 percent / Et₃N, DMAP / CH₂Cl₂ / 15 h / 0 °C

7: 93 percent / (i-Pr)2NEt / tetrahydrofuran / 4 h / Ambient temperature

With dmap; sodium hydroxide; hydrogen; sodium; triethylamine; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; ethanol; dichloromethane; ammonia; toluene;
DOI:10.1002/hlca.19960790721

Reference yield:

: 184094-60-8
(2R)-4-((4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl)-1,5-diazacyclononan-2-one

: 184094-65-3
(R)-2-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Na / 1.) ethanol, 30 min, RT, 2.) toluene, 0 deg C

2: 76 percent / hydrogen / Raney-Ni / ethanol; NH₃ / 6 h / 2585.7 Torr / Ambient temperature

3: 83 percent / 1N NaOH / ethanol / 336 h / 50 - 60 °C

4: 66 percent / Et₃N, DMAP / CH₂Cl₂ / 15 h / 0 °C

5: 93 percent / (i-Pr)2NEt / tetrahydrofuran / 4 h / Ambient temperature

With dmap; sodium hydroxide; hydrogen; sodium; triethylamine; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; ethanol; dichloromethane; ammonia;
DOI:10.1002/hlca.19960790721