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

Base Information

• Chemical Name: (tert-butoxycarbonyl)-L-valine-L-(benzyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester
• CAS No.: 247186-21-6
• Molecular Formula: C₃₃H₄₃Cl₃N₄O₇
• Molecular Weight: 714.086
• Mol file: 247186-21-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about (tert-butoxycarbonyl)-L-valine-L-(benzyl)-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: 62.0%

(S)-3-(3-(benzyloxy)phenyl)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)propanoic acid (222556-20-9) + (S)-hexahydro-pyridazine-3-carboxylic acid 2,2,2-trichloro-ethyl ester → (tert-butoxycarbonyl)-L-valine-L-(benzyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester (247186-21-6)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran;

DOI:10.1002/(SICI)1521-3773(19990816)38:16<2443::AID-ANIE2443>3.0.CO;2-B

Reference yield:

(S)-3-(3-Benzyloxy-phenyl)-2-((S)-2-tert-butoxycarbonylamino-3-methyl-butyrylamino)-propionic acid isobutyryloxymethyl ester + (S)-hexahydropyridazine-3-carboxylic acid 2,2,2-trichloroethyl ester trifluoroacetic acid salt → (tert-butoxycarbonyl)-L-valine-L-(benzyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester (247186-21-6)

Guidance literature:

With 4-methyl-morpholine; In tetrahydrofuran; at -10 - 20 ℃;

DOI:10.1021/ja021327y

Reference yield:

3-benzyloxybenzyl bromide (1700-31-8) → (tert-butoxycarbonyl)-L-valine-L-(benzyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester (247186-21-6)

Guidance literature:

Multi-step reaction with 6 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

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; n-butyllithium; In tetrahydrofuran; hexane; acetonitrile;

DOI:10.1021/ja021327y

upstream raw materials:

(S)-3-(3-(benzyloxy)phenyl)-2-((S)-2-((tert-butoxycarbonyl)amino)-3-methylbutanamido)propanoic acid

t-Boc-L-valine

3-benzyloxybenzyl bromide

C₁₅H₂₇NO₆

Downstream raw materials:

hept-6-en-1-oyl-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid hexa-3,5-dienyl ester

hept-6-en-1-oyl-L-valine-L-(tert-butyldimethylsilyl)-meta-tyrosine-hexahydropyridazine-3S-carboxylic acid 2,2,2-trichloroethyl ester

(13E,15E)-(3S,6S,21S)-3-[3-(tert-Butyl-dimethyl-silanyloxy)-benzyl]-6-isopropyl-19-oxa-1,4,7,25-tetraaza-bicyclo[19.3.1]pentacosa-13,15-diene-2,5,8,20-tetraone

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