N-(tert-butoxycarbonyl)-L-tyrosyl-D-methionylglycyl-4-nitro-3-phenyl-L-alanyl-L-prolinamide

Base Information

• Chemical Name: N-(tert-butoxycarbonyl)-L-tyrosyl-D-methionylglycyl-4-nitro-3-phenyl-L-alanyl-L-prolinamide
• CAS No.: 73385-91-8
• Molecular Formula: C35H47 N7 O10 S
• Molecular Weight: 757.865
• Mol file: 73385-91-8.mol

Synonyms:N-(tert-butoxycarbonyl)-L-tyrosyl-D-methionylglycyl-4-nitro-3-phenyl-L-alanyl-L-prolinamide

Chemical Property of N-(tert-butoxycarbonyl)-L-tyrosyl-D-methionylglycyl-4-nitro-3-phenyl-L-alanyl-L-prolinamide

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1114.3°C at 760 mmHg
• Flash Point: 627.7°C
• Density: 1.36g/cm³

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-(tert-butoxycarbonyl)-L-tyrosyl-D-methionylglycyl-4-nitro-3-phenyl-L-alanyl-L-prolinamide

There total 7 articles about N-(tert-butoxycarbonyl)-L-tyrosyl-D-methionylglycyl-4-nitro-3-phenyl-L-alanyl-L-prolinamide 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:

Boc-Phe(p-NO2)-OH (33305-77-0) → N-(tert-butyloxycarbonyl)-L-tyrosyl-D-methionylglycyl-L-4-nitrophenylalanyl-L-prolinamide (73385-91-8)

Guidance literature:

Multi-step reaction with 7 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.) NMM, isobutyl chloroformate, 2.) NMM / 1.) THF, -15 deg C, 2.5 min, 2.) DMF, H₂O, -15 deg C, 2.5 h

6: 97 percent / HCl, anisole / acetic acid / 0.75 h / Ambient temperature

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

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

DOI:10.1021/jm00400a012

Reference yield:

N-(tert-butyloxycarbonyl)-L-4-nitrophenylalanyl-L-prolinamide (73385-89-4) → N-(tert-butyloxycarbonyl)-L-tyrosyl-D-methionylglycyl-L-4-nitrophenylalanyl-L-prolinamide (73385-91-8)

Guidance literature:

Multi-step reaction with 6 steps

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

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

3: 89 percent / HCl / acetic acid / 0.75 h / Ambient temperature

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

5: 97 percent / HCl, anisole / acetic acid / 0.75 h / Ambient temperature

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

With 4-methyl-morpholine; hydrogenchloride; methoxybenzene; isobutyl chloroformate; In ethanol; acetic acid; ethyl acetate;

DOI:10.1021/jm00400a012

Reference yield:

N-(tert-butyloxycarbonyl)glycyl-L-4-nitrophenylalanyl-L-prolinamide (88331-08-2) → N-(tert-butyloxycarbonyl)-L-tyrosyl-D-methionylglycyl-L-4-nitrophenylalanyl-L-prolinamide (73385-91-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 89 percent / HCl / acetic acid / 0.75 h / Ambient temperature

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

3: 97 percent / HCl, anisole / acetic acid / 0.75 h / Ambient temperature

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

With 4-methyl-morpholine; hydrogenchloride; methoxybenzene; isobutyl chloroformate; In acetic acid;

DOI:10.1021/jm00400a012

upstream raw materials:

Boc-Tyr-OH

D-methionylglycyl-L-4-nitrophenylalanyl-L-prolinamide hydrochloride

Boc-Phe(p-NO₂)-OH

N-(tert-butyloxycarbonyl)-L-4-nitrophenylalanyl-L-prolinamide

Downstream raw materials:

C₃₂H₄₄N₉O₈S⁽¹⁺⁾*ClH*Cl^(1-)

L-tyrosyl-D-S-methylmethionylglycyl-L-4-nitrophenylalanyl-L-prolinamide chloride hydrochloride

L-tyrosyl-D-methionylglycyl-L-4-nitrophenylalanyl-L-prolinamide hydrochloride

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