BW 443C

Base Information

• Chemical Name: BW 443C
• CAS No.: 88331-14-0
• Molecular Formula: C35H50N10O12
• Molecular Weight: 802.8313
• Mol file: 88331-14-0.mol

Synonyms:BW 443C

Chemical Property of BW 443C

Chemical Property:

• PSA: 341.97000
• LogP: 2.55450

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BW 443C

There total 10 articles about BW 443C 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: 66.0%

acetic acid (64-19-7,77671-22-8) + [(S)-1-[(R)-1-({[(S)-2-((S)-2-Carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-4-guanidino-butylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid tert-butyl ester (88331-12-8) → L-tyrosyl-D-arginylglycyl-L-4-nitrophenylalanyl-L-prolinamide diacetate (88331-14-0)

Guidance literature:

With hydrogenchloride; methoxybenzene; In methanol; for 0.75h; Ambient temperature;

DOI:10.1021/jm00400a012

Reference yield:

Boc-Tyr-OH (3978-80-1) → L-tyrosyl-D-arginylglycyl-L-4-nitrophenylalanyl-L-prolinamide diacetate (88331-14-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NMM, isobutyl chloroformate, 2.) NMM / 1.) THF, -15 deg C, 2.5 min, 2.) DMF, H₂O, -15 deg C, 2.5 h

2: 77 percent / NaOH / methanol; H₂O / 1 h / 23 °C

3: 1.) HOBT, DCCI, 2.) NMM / 1.) DMF, -5 deg C, 30 min, 2.) 4 deg C, 72 h

4: 66 percent / HCl, anisole / methanol / 0.75 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; benzotriazol-1-ol; methoxybenzene; dicyclohexyl-carbodiimide; isobutyl chloroformate; In methanol; water;

DOI:10.1021/jm00400a012

Reference yield:

Boc-Phe(p-NO2)-OH (33305-77-0) → L-tyrosyl-D-arginylglycyl-L-4-nitrophenylalanyl-L-prolinamide diacetate (88331-14-0)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) HOBT, DCCI, 2.) NMM / 1.) DMF, -5 deg C, 30 min, 2.) 4 deg C, 18 h

2: 106 percent / HCl gas / ethanol; ethyl acetate / 1 h / 15 - 20 °C

3: 1.) NMM, isobutyl chloroformate, 2.) NMM / 1.) THF, -15 deg C, 2.5 min, 2.) DMF, H₂O, -15 deg C, 2.5 h

4: 89 percent / HCl / acetic acid / 0.75 h / Ambient temperature

5: 1.) HOBT, DCCI, 2.) NMM / 1.) DMF, -5 deg C, 30 min, 2.) 4 deg C, 72 h

6: 66 percent / HCl, anisole / methanol / 0.75 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; methoxybenzene; dicyclohexyl-carbodiimide; isobutyl chloroformate; In methanol; ethanol; acetic acid; ethyl acetate;

DOI:10.1021/jm00400a012

upstream raw materials:

acetic acid

[(S)-1-[(R)-1-({[(S)-2-((S)-2-Carbamoyl-pyrrolidin-1-yl)-1-(4-nitro-benzyl)-2-oxo-ethylcarbamoyl]-methyl}-carbamoyl)-4-guanidino-butylcarbamoyl]-2-(4-hydroxy-phenyl)-ethyl]-carbamic acid tert-butyl ester

Boc-Tyr-OH

Boc-Phe(p-NO₂)-OH

Downstream raw materials:

N¹-amidino-L-tyrosyl-D-arginylglycyl-L-4-nitrophenylalanyl-L-prolinamide diacetate

Refernces