Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr-(S)-Ile]-(S)-Phe-OAllyl

Base Information

• Chemical Name: Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr-(S)-Ile]-(S)-Phe-OAllyl
• CAS No.: 848780-48-3
• Molecular Formula: C₆₁H₇₇Cl₃N₆O₁₄
• Molecular Weight: 1224.67
• Mol file: 848780-48-3.mol

Synonyms:Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr-(S)-Ile]-(S)-Phe-OAllyl

Chemical Property of Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr-(S)-Ile]-(S)-Phe-OAllyl

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr-(S)-Ile]-(S)-Phe-OAllyl

There total 33 articles about Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr-(S)-Ile]-(S)-Phe-OAllyl 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: 77.0%

(S)-2-{[(S)-2-((S)-5-Benzyloxy-2-tert-butoxycarbonylamino-pentanoylamino)-3-phenyl-propionyl]-methyl-amino}-3-(4-hydroxy-phenyl)-propionic acid + (2S,3S)-2-Amino-3-methyl-pentanoic acid (1R,2S)-2-((S)-1-allyloxycarbonyl-2-phenyl-ethylcarbamoyl)-1-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-ethyl ester; hydrochloride → Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr-(S)-Ile]-(S)-Phe-OAllyl (848780-48-3)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 15h;

DOI:10.1016/j.tet.2004.12.009

Reference yield: 40.0%

2-{[2-(5-benzyloxy-2-tert-butoxycarbonylamino-pentanoylamino)-3-phenyl-propionyl]-methyl-amino}-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-propionic acid + (2S,3S)-2-Amino-3-methyl-pentanoic acid (1R,2S)-2-((S)-1-allyloxycarbonyl-2-phenyl-ethylcarbamoyl)-1-methyl-2-(2,2,2-trichloro-ethoxycarbonylamino)-ethyl ester; hydrochloride → Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr-(S)-Ile]-(S)-Phe-OAllyl (848780-48-3)

Guidance literature:

With diethyl cyanophosphonate; triethylamine; In N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.12.009

Reference yield:

Boc-Glu-OBn (30924-93-7) → Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr-(S)-Ile]-(S)-Phe-OAllyl (848780-48-3)

Guidance literature:

Multi-step reaction with 7 steps

1: triethylamine / tetrahydrofuran / 1 h / -10 °C

2: 2.86 g / NaBH₄ / tetrahydrofuran; H₂O / 3 h / -10 - 20 °C

3: 82 percent / Ag₂O / diethyl ether / 14 h

4: LiOH / tetrahydrofuran; H₂O / 12 h / 20 °C

5: 60 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 19 h / 0 - 20 °C

6: LiOH / tetrahydrofuran; H₂O / 2 h / 0 - 20 °C

7: 77 percent / diethyl phosphorocyanidate; triethylamine / dimethylformamide / 15 h / 0 - 20 °C

With lithium hydroxide; sodium tetrahydroborate; diethyl cyanophosphonate; triethylamine; silver(l) oxide; In tetrahydrofuran; diethyl ether; water; N,N-dimethyl-formamide;

DOI:10.1016/j.tet.2004.12.009

upstream raw materials:

N-(tert-butyloxycarbonyl)-L-isoleucine

N-tert-butoxycarbonyl-L-phenylalanine

Boc-Glu-OBn

Boc-Tyr-OH

Downstream raw materials:

Troc-(S)-Thr[Boc-(S)-Phs(Bn)-(S)-Phe-(S)-NMe-Tyr(TBS)-(S)-Ile]-(S)-Phe-OAllyl

cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

cyclo[Boc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]

cyclo[Troc-(S)-Thr-(S)-Phe-(S)-Phs(Bn)-(S)-Phe-(S)-N-Me-Tyr(TBS)-(S)-Ile]