(tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester

Base Information

Chemical Name:(tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester
CAS No.:247186-22-7
Molecular Formula:C₃₂H₅₁Cl₃N₄O₇Si
Molecular Weight:738.224
Hs Code.:

(tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester

Synonyms:(tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester

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Chemical Property of (tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester

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Technology Process of (tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester

There total 11 articles about (tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl 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: 99.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: (S)-1-[(S)-2-((S)-2-tert-Butoxycarbonylamino-3-methyl-butyrylamino)-3-(3-hydroxy-phenyl)-propionyl]-hexahydro-pyridazine-3-carboxylic acid 2,2,2-trichloro-ethyl ester

: 247186-22-7
(tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide;
DOI:10.1002/(SICI)1521-3773(19990816)38:16<2443::AID-ANIE2443>3.0.CO;2-B

Reference yield:

: 1700-31-8
3-benzyloxybenzyl bromide

: 247186-22-7
(tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: n-BuLi / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: 62 percent / tetrahydrofuran; hexane / 1.5 h / -78 °C

2.1: 71 percent / aq. HCl / acetonitrile / 2 h / 20 °C

3.1: 8.85 g / tetrahydrofuran / -15 - 20 °C

4.1: 100 percent / aq. LiOH / tetrahydrofuran / 3 h / 0 °C

5.1: N-methylmorpholine / tetrahydrofuran / 0.5 h / -10 °C

6.1: 780 mg / N-methylmorpholine / tetrahydrofuran / -10 - 20 °C

7.1: H₂ / 10 percent Pd/C / propan-2-ol / 5 h

8.1: 5.4 g / imidazole / dimethylformamide / 16 h / 40 °C

With 4-methyl-morpholine; 1H-imidazole; hydrogenchloride; lithium hydroxide; n-butyllithium; hydrogen; palladium on activated charcoal; In tetrahydrofuran; hexane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1021/ja021327y

Reference yield:

: 222556-20-9
(S)-3-(3-(benzyloxy)phenyl)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)propanoic acid

: 247186-22-7
(tert-butoxycarbonyl)-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: N-methylmorpholine / tetrahydrofuran / 0.5 h / -10 °C

2: 780 mg / N-methylmorpholine / tetrahydrofuran / -10 - 20 °C

3: H₂ / 10 percent Pd/C / propan-2-ol / 5 h

4: 5.4 g / imidazole / dimethylformamide / 16 h / 40 °C

With 4-methyl-morpholine; 1H-imidazole; hydrogen; palladium on activated charcoal; In tetrahydrofuran; N,N-dimethyl-formamide; isopropyl alcohol;
DOI:10.1021/ja021327y