BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC₆F₅

Base Information

• Chemical Name: BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC₆F₅
• CAS No.: 112196-81-3
• Molecular Formula: C₃₁H₃₇F₅N₄O₈
• Molecular Weight: 688.649
• Mol file: 112196-81-3.mol

Synonyms:BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC₆F₅

Chemical Property of BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC₆F₅

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC₆F₅

There total 8 articles about BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC₆F₅ 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: 75.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OH (112196-84-6) → BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC6F5 (112196-81-3)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 25 ℃; for 4h;

DOI:10.1021/ja00133a010

Reference yield:

Boc-(R)-Ala (3744-87-4,7764-95-6,15761-38-3) → BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC6F5 (112196-81-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / dicyclohexylcarbodiimide (DCC) / CH₂Cl₂ / 36 h / 25 °C

2: 78 percent / LiOH / tetrahydrofuran; methanol; H₂O / 3 h / 25 °C

3: 71 percent / dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBT) / CH₂Cl₂ / 36 h / 0 °C

4: 82 percent / LiOH / tetrahydrofuran; methanol; H₂O / 3 h / 25 °C

5: 67 percent / 1-<3-9dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDCI) / CH₂Cl₂ / 24 h / 25 °C

With lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/jo00238a005

Reference yield:

(S)-2-(tert-butoxycarbonyl(methyl)amino)-3-(4-methoxyphenyl)propanoic acid (73584-84-6) → BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OC6F5 (112196-81-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 76 percent / dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBT) / CH₂Cl₂ / 24 h / 25 °C

2: 82 percent / CF₃COOH / CH₂Cl₂ / 0.5 h / 25 °C

3: 71 percent / dicyclohexylcarbodiimide (DCC), 1-hydroxybenzotriazole (HOBT) / CH₂Cl₂ / 36 h / 0 °C

4: 82 percent / LiOH / tetrahydrofuran; methanol; H₂O / 3 h / 25 °C

5: 67 percent / 1-<3-9dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (EDCI) / CH₂Cl₂ / 24 h / 25 °C

With lithium hydroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane; water;

DOI:10.1021/jo00238a005

upstream raw materials:

2,3,4,5,6-pentafluorophenol

BOC-D-Ala-L-Ala-NMe-L-Tyr(OMe)-L-Ala-OH

Boc-(R)-Ala

(S)-2-(tert-butoxycarbonyl(methyl)amino)-3-(4-methoxyphenyl)propanoic acid

Downstream raw materials:

(S)-2-[(S)-2-{[(S)-2-((R)-2-Amino-propionylamino)-propionyl]-methyl-amino}-3-(4-methoxy-phenyl)-propionylamino]-propionic acid pentafluorophenyl ester; compound with trifluoro-acetic acid

BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-3(S)-<(tert-butyldimethylsilyl)oxy>-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

BOC-D-alanyl-L-alanyl-N,O⁴-dimethyl-L-tyrosyl-L-alanyl-L-tyrosyl-O⁴-methyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

BOC-D-alanyl-L-alanyl-N,O⁴-dimethyl-L-tyrosyl-L-alanyl-L-tyrosyl-N,O⁴-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester