((S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionylamino]-propionylamino}-propionylamino)-4-methyl-pentanoylamino]-pentanoylamino}-3-tert-butoxy-propionylamino)-acetic acid phenyl ester; hydrochloride

Base Information

• Chemical Name: ((S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionylamino]-propionylamino}-propionylamino)-4-methyl-pentanoylamino]-pentanoylamino}-3-tert-butoxy-propionylamino)-acetic acid phenyl ester; hydrochloride
• CAS No.: 80647-24-1
• Molecular Formula: C₃₈H₆₂N₈O₁₀S*ClH
• Molecular Weight: 859.485

Synonyms:

Chemical Property of ((S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionylamino]-propionylamino}-propionylamino)-4-methyl-pentanoylamino]-pentanoylamino}-3-tert-butoxy-propionylamino)-acetic acid phenyl ester; hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionylamino]-propionylamino}-propionylamino)-4-methyl-pentanoylamino]-pentanoylamino}-3-tert-butoxy-propionylamino)-acetic acid phenyl ester; hydrochloride

There total 6 articles about ((S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionylamino]-propionylamino}-propionylamino)-4-methyl-pentanoylamino]-pentanoylamino}-3-tert-butoxy-propionylamino)-acetic acid phenyl ester; hydrochloride 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:

Cbz-L-ala-L-ala-Cbz (3886-07-5) → ((S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionylamino]-propionylamino}-propionylamino)-4-methyl-pentanoylamino]-pentanoylamino}-3-tert-butoxy-propionylamino)-acetic acid phenyl ester; hydrochloride (80647-24-1)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / Pd/C / dimethylformamide / 6 h

2: TEA / dimethylformamide / 72 h

3: 1.) HONSu, NMM, DCCl, 2.) HONSu, DCCl / 1.) room temperature, 24 h, 2.) room temperature, 2 d

4: 1.) AcOH/H_.CO₂H/H₂O, DMS, 2.) HCl, DMS / 1.) 2 h, 2.) dioxan

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; formic acid; 2,3-dimercapto-succinic acid; TEA; water; hydrogen; acetic acid; dicyclohexyl-carbodiimide; palladium on activated charcoal; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)98916-1

Reference yield:

Bpoc-Cys(Acm)-ONSu (74535-84-5) → ((S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionylamino]-propionylamino}-propionylamino)-4-methyl-pentanoylamino]-pentanoylamino}-3-tert-butoxy-propionylamino)-acetic acid phenyl ester; hydrochloride (80647-24-1)

Guidance literature:

Multi-step reaction with 3 steps

1: TEA / dimethylformamide / 72 h

2: 1.) HONSu, NMM, DCCl, 2.) HONSu, DCCl / 1.) room temperature, 24 h, 2.) room temperature, 2 d

3: 1.) AcOH/H_.CO₂H/H₂O, DMS, 2.) HCl, DMS / 1.) 2 h, 2.) dioxan

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; formic acid; 2,3-dimercapto-succinic acid; TEA; water; acetic acid; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)98916-1

Reference yield:

(S)-2-((S)-2-Amino-propionylamino)-propionic acid benzyl ester; compound with toluene-4-sulfonic acid (63983-90-4) → ((S)-2-{(S)-2-[(S)-2-((S)-2-{(S)-2-[(R)-3-(Acetylamino-methylsulfanyl)-2-amino-propionylamino]-propionylamino}-propionylamino)-4-methyl-pentanoylamino]-pentanoylamino}-3-tert-butoxy-propionylamino)-acetic acid phenyl ester; hydrochloride (80647-24-1)

Guidance literature:

Multi-step reaction with 3 steps

1: TEA / dimethylformamide / 72 h

2: 1.) HONSu, NMM, DCCl, 2.) HONSu, DCCl / 1.) room temperature, 24 h, 2.) room temperature, 2 d

3: 1.) AcOH/H_.CO₂H/H₂O, DMS, 2.) HCl, DMS / 1.) 2 h, 2.) dioxan

With 4-methyl-morpholine; hydrogenchloride; 1-hydroxy-pyrrolidine-2,5-dione; formic acid; 2,3-dimercapto-succinic acid; TEA; water; acetic acid; dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)98916-1

upstream raw materials:

Bpoc-Cys(Acm)-Ala-Ala-Leu-Nva-Ser(tBu)-Gly-OPh

Cbz-L-ala-L-ala-Cbz

Bpoc-Cys(Acm)-ONSu

Bpoc-Cys(Acm)-Ala-Ala-OH

Downstream raw materials:

C₇₅H₁₁₀N₁₄O₁₈S₂

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