O-(cis-3-fluorocyclobutyl)-L-tyrosine hydrochloride salt

Base Information

• Chemical Name: O-(cis-3-fluorocyclobutyl)-L-tyrosine hydrochloride salt
• CAS No.: 1417818-84-8
• Molecular Formula: C₁₃H₁₆FNO₃*ClH
• Molecular Weight: 289.734
• Mol file: 1417818-84-8.mol

Synonyms:O-(cis-3-fluorocyclobutyl)-L-tyrosine hydrochloride salt

Chemical Property of O-(cis-3-fluorocyclobutyl)-L-tyrosine hydrochloride salt

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of O-(cis-3-fluorocyclobutyl)-L-tyrosine hydrochloride salt

There total 4 articles about O-(cis-3-fluorocyclobutyl)-L-tyrosine hydrochloride salt 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: 44.0%

N-(tert-butoxycarbonyl)-O-(cis-3-fluorocyclobutyl)-L-tyrosine (1262278-72-7) → O-(cis-3-fluorocyclobutyl)-L-tyrosine hydrochloride salt (1417818-84-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2012.11.049

Reference yield:

methyl O-[trans-3-(benzyloxy)cyclobutyl]-N-(tert-butoxycarbonyl)-L-tyrosine (1262278-69-2) → O-(cis-3-fluorocyclobutyl)-L-tyrosine hydrochloride salt (1417818-84-8)

Guidance literature:

Multi-step reaction with 4 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C

2: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 0 °C

3: lithium hydroxide / methanol / 6 h / 20 °C

4: hydrogenchloride / N,N-dimethyl-formamide; 1,4-dioxane / 1 h / 20 °C

With hydrogenchloride; diethylamino-sulfur trifluoride; palladium 10% on activated carbon; hydrogen; lithium hydroxide; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.11.049

Reference yield:

methyl N-(tert-butoxycarbonyl)-O-(trans-3-hydroxycyclobutyl)-L-tyrosine (1262278-70-5) → O-(cis-3-fluorocyclobutyl)-L-tyrosine hydrochloride salt (1417818-84-8)

Guidance literature:

Multi-step reaction with 3 steps

1: diethylamino-sulfur trifluoride / dichloromethane / 3 h / 0 °C

2: lithium hydroxide / methanol / 6 h / 20 °C

3: hydrogenchloride / N,N-dimethyl-formamide; 1,4-dioxane / 1 h / 20 °C

With hydrogenchloride; diethylamino-sulfur trifluoride; lithium hydroxide; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2012.11.049

upstream raw materials:

methyl O-[trans-3-(benzyloxy)cyclobutyl]-N-(tert-butoxycarbonyl)-L-tyrosine

methyl N-(tert-butoxycarbonyl)-O-(trans-3-hydroxycyclobutyl)-L-tyrosine

methyl N-(tert-butoxycarbonyl)-O-(cis-3-fluorocyclobutyl)-L-tyrosine

N-(tert-butoxycarbonyl)-O-(cis-3-fluorocyclobutyl)-L-tyrosine