tert-butyloxycarbonyl-O-tert-butyltyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide

Base Information

• Chemical Name: tert-butyloxycarbonyl-O-tert-butyltyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide
• CAS No.: 77511-57-0
• Molecular Formula: C₅₃H₈₆N₁₀O₁₄S
• Molecular Weight: 1119.39
• Mol file: 77511-57-0.mol

Synonyms:tert-butyloxycarbonyl-O-tert-butyltyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide

Chemical Property of tert-butyloxycarbonyl-O-tert-butyltyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyloxycarbonyl-O-tert-butyltyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide

There total 5 articles about tert-butyloxycarbonyl-O-tert-butyltyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide 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: 98.0%

N-tert-butyloxycarbonyl-O-tert-butyltyrosine N-hydroxysuccinimide ester (30845-24-0) + isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide (77511-54-7) → tert-butyloxycarbonyl-O-tert-butyltyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide (77511-57-0)

Guidance literature:

With 1-ethyl-piperidine; In N,N-dimethyl-formamide; for 72h; Ambient temperature;

DOI:10.1135/cccc19802714

Reference yield:

o-nitrobenzenesulphenylvaline N-hydroxysuccinimide ester (3081-55-8) → tert-butyloxycarbonyl-O-tert-butyltyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide (77511-57-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 2.03 M-HCl; 2.) N-ethylpiperidine / 1.) CH₃OH, ether; 2.) DMF, room temperature, 64 h.

2: 1.) HCl; 2.) N-ethylpiperidine / 1.) DMF, ether, room temp., 4 min; 2.) DMF, 66 h.

3: 88 percent / HCl, NaOH / dimethylformamide; diethyl ether; methanol / 1 h / Ambient temperature

4: 98 percent / N-ethylpiperidine / dimethylformamide / 72 h / Ambient temperature

With 1-ethyl-piperidine; hydrogenchloride; sodium hydroxide; In methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1135/cccc19802714

Reference yield:

4-{(R)-3-{(S)-2-[(S)-1-(Carbamoylmethyl-carbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-[(S)-3-carbamoyl-2-(2-nitro-phenylsulfanylamino)-propionylamino]-3-oxo-propylsulfanyl}-butyric acid methyl ester (30845-18-2) → tert-butyloxycarbonyl-O-tert-butyltyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide (77511-57-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) 2.03 M-HCl; 2.) N-ethylpiperidine / 1.) CH₃OH, ether; 2.) DMF, room temperature, 64 h.

2: 1.) HCl; 2.) N-ethylpiperidine / 1.) DMF, ether, room temp., 4 min; 2.) DMF, 66 h.

3: 88 percent / HCl, NaOH / dimethylformamide; diethyl ether; methanol / 1 h / Ambient temperature

4: 98 percent / N-ethylpiperidine / dimethylformamide / 72 h / Ambient temperature

With 1-ethyl-piperidine; hydrogenchloride; sodium hydroxide; In methanol; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1135/cccc19802714

upstream raw materials:

N-tert-butyloxycarbonyl-O-tert-butyltyrosine N-hydroxysuccinimide ester

isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide

o-nitrobenzenesulphenylvaline N-hydroxysuccinimide ester

4-{(R)-3-{(S)-2-[(S)-1-(Carbamoylmethyl-carbamoyl)-3-methyl-butylcarbamoyl]-pyrrolidin-1-yl}-2-[(S)-3-carbamoyl-2-(2-nitro-phenylsulfanylamino)-propionylamino]-3-oxo-propylsulfanyl}-butyric acid methyl ester

Downstream raw materials:

lactam of tyrosyl-isoleucyl-valyl-asparaginyl-S-(γ-carboxypropyl)cysteinyl-prolyl-leucyl-glycinamide