(R)-2-((S)-1,2-Dihydroxy-ethyl)-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)-1,2-Dihydroxy-ethyl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester
CAS No.:184094-66-4
Molecular Formula:C₃₀H₄₇N₃O₉
Molecular Weight:593.718
Hs Code.:

Synonyms:(R)-2-((S)-1,2-Dihydroxy-ethyl)-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)-1,2-Dihydroxy-ethyl)-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)-1,2-Dihydroxy-ethyl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester

There total 8 articles about (R)-2-((S)-1,2-Dihydroxy-ethyl)-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: 86.0%

: 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

: 184094-66-4
(R)-2-((S)-1,2-Dihydroxy-ethyl)-4-oxo-1,5,9-triaza-cyclotridecane-1,5,9-tricarboxylic acid 1-benzyl ester 5,9-di-tert-butyl ester

Guidance literature:: With camphor-10-sulfonic acid; In methanol; for 5h; 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

: 184094-66-4
(R)-2-((S)-1,2-Dihydroxy-ethyl)-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 8 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

8: 86 percent / (+/-)-camphor-10-sulfonic acid / methanol / 5 h / Ambient temperature

With dmap; sodium hydroxide; camphor-10-sulfonic acid; hydrogen; sodium; triethylamine; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; methanol; 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

: 184094-66-4
(R)-2-((S)-1,2-Dihydroxy-ethyl)-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 6 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

6: 86 percent / (+/-)-camphor-10-sulfonic acid / methanol / 5 h / Ambient temperature

With dmap; sodium hydroxide; camphor-10-sulfonic acid; hydrogen; sodium; triethylamine; N-ethyl-N,N-diisopropylamine; nickel; In tetrahydrofuran; methanol; ethanol; dichloromethane; ammonia;
DOI:10.1002/hlca.19960790721