calcaripeptide B

Base Information

Chemical Name:calcaripeptide B
CAS No.:1446424-88-9
Molecular Formula:C₂₆H₃₄N₂O₅
Molecular Weight:454.566
Hs Code.:

Synonyms:calcaripeptide B

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Chemical Property of calcaripeptide B

Chemical Property:

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Technology Process of calcaripeptide B

There total 20 articles about calcaripeptide B 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%

: C₂₆H₃₆N₂O₅

: 1446424-88-9
calcaripeptide B

Guidance literature:: With phthalic acid dimethyl ester; sodium hydrogencarbonate; In dichloromethane; at 0 - 20 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jo5019798

Reference yield:

: 174419-62-6
ethyl (5R)-5-[(tert-butyldimethylsilyl)oxy]hexanoate

: 1446424-88-9
calcaripeptide B

Guidance literature:: Multi-step reaction with 18 steps

1.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 12 h / 0 - 20 °C

2.1: triethylamine; pivaloyl chloride / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere

3.1: lithium chloride / tetrahydrofuran / 3 h / -20 - 0 °C / Inert atmosphere

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

4.2: 3.5 h / -78 °C

5.1: water; lithium borohydride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

6.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 3 h / Reflux

7.1: toluene / 6 h / 80 °C / Inert atmosphere

8.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C / Inert atmosphere

9.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 2.5 h / Reflux

10.1: titanium tetrachloride / dichloromethane / 0.08 h / -40 °C / Inert atmosphere

10.2: 0.67 h / -40 °C / Inert atmosphere

10.3: 0.25 h / -78 °C / Inert atmosphere

11.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

12.1: lithium hydroxide monohydrate; dihydrogen peroxide / tetrahydrofuran; water / 0.17 h / 0 °C

13.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

13.2: 0.25 h / 0 °C / Inert atmosphere

13.3: 12.5 h / 0 - 20 °C / Inert atmosphere

14.1: camphor-10-sulfonic acid / methanol; dichloromethane / 2 h / 0 °C / Inert atmosphere

15.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 0 - 20 °C

16.1: dmap; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 12 h / 20 °C / Inert atmosphere

17.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

18.1: sodium hydrogencarbonate; phthalic acid dimethyl ester / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; dmap; lithium borohydride; lithium hydroxide monohydrate; phthalic acid dimethyl ester; camphor-10-sulfonic acid; 2-methyl-6-nitrobenzoic anhydride; tetrabutyl ammonium fluoride; water; dihydrogen peroxide; sodium hexamethyldisilazane; pivaloyl chloride; titanium tetrachloride; diisobutylaluminium hydride; sodium hydrogencarbonate; triethylamine; N-ethyl-N,N-diisopropylamine; lithium chloride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 3.1: |Evans Aldol Reaction;
DOI:10.1021/jo5019798

Reference yield:

: C₁₈H₃₆O₃Si

: 1446424-88-9
calcaripeptide B

Guidance literature:: Multi-step reaction with 11 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 0.5 h / -78 °C / Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / 2.5 h / Reflux

3.1: titanium tetrachloride / dichloromethane / 0.08 h / -40 °C / Inert atmosphere

3.2: 0.67 h / -40 °C / Inert atmosphere

3.3: 0.25 h / -78 °C / Inert atmosphere

4.1: 2,6-dimethylpyridine / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

5.1: lithium hydroxide monohydrate; dihydrogen peroxide / tetrahydrofuran; water / 0.17 h / 0 °C

6.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.25 h / 0 °C / Inert atmosphere

6.2: 0.25 h / 0 °C / Inert atmosphere

6.3: 12.5 h / 0 - 20 °C / Inert atmosphere

7.1: camphor-10-sulfonic acid / methanol; dichloromethane / 2 h / 0 °C / Inert atmosphere

8.1: lithium hydroxide monohydrate / tetrahydrofuran; water / 1 h / 0 - 20 °C

9.1: dmap; 2-methyl-6-nitrobenzoic anhydride / dichloromethane / 12 h / 20 °C / Inert atmosphere

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

11.1: sodium hydrogencarbonate; phthalic acid dimethyl ester / dichloromethane / 2 h / 0 - 20 °C / Inert atmosphere

With 2,6-dimethylpyridine; dmap; lithium hydroxide monohydrate; phthalic acid dimethyl ester; camphor-10-sulfonic acid; 2-methyl-6-nitrobenzoic anhydride; tetrabutyl ammonium fluoride; dihydrogen peroxide; titanium tetrachloride; diisobutylaluminium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo5019798