nitr 7

Base Information

• Chemical Name: nitr 7
• CAS No.: 109267-14-3
• Molecular Formula: C₃₄H₃₅N₃O₁₅
• Molecular Weight: 725.663
• Mol file: 109267-14-3.mol

Synonyms:Glycine,N-[2-[[2-[2-[bis(carboxymethyl)amino]-5-[hydroxy(6-nitro-1,3-benzodioxol-5-yl)methyl]phenoxy]cyclopentyl]oxy]-4-methylphenyl]-N-(carboxymethyl)-,cis-; Nitr 7

Chemical Property of nitr 7

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 1005.7°Cat760mmHg
• Flash Point: 562°C
• PSA: 258.65000
• Density: 1.56g/cm³
• LogP: 3.56690

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of nitr 7

There total 9 articles about nitr 7 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:

Cyclopentene oxide (285-67-6) → ({2-{(1R,2S)-2-[2-(Bis-carboxymethyl-amino)-5-methyl-phenoxy]-cyclopentyloxy}-4-[hydroxy-(6-nitro-benzo[1,3]dioxol-5-yl)-methyl]-phenyl}-carboxymethyl-amino)-acetic acid (109267-14-3,114183-83-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 72 percent / potassium 5-methyl-2-nitrophenoxide / dimethylformamide / 20 h / Heating

2: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 16 h / Ambient temperature

3: 1.) LS-Selectride; 2.) KOH, 30percent H₂O₂ / 1.) THF, -78 deg C, 2 h.; 2.) THF, ethanol, water, room temp.

4: 74 percent / 57percent NaH / 1,2-dimethoxy-ethane / 1 h / Ambient temperature

5: H₂ / 5percent Pd/C / ethyl acetate; aq. ethanol / 2 h / Ambient temperature

6: 85 percent / 1,8-bis(dimethylamino)naphthalene, NaI / acetonitrile / 16 h / Heating

7: 1.) trimethylsilyl trifluoromethanesulfonate, 2,6-di-tert-butylpyridine; 2.) tetrabutylammonium fluoride trihydrate / 1.) CHCl₃, room temp.; 2.) CHCl₃, room temp., 15 min.

8: 1M KOH then acid / dioxane; methanol; H₂O

With potassium hydroxide; 2,6-di-tert-butyl-pyridine; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydride; potassium salt of 5-methyl-2-nitrophenol; lithium tri-sec-butyl(hydrido)borate; pyridinium chlorochromate; sodium iodide; palladium on activated charcoal; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00218a034

Reference yield:

2-nitro-5-methylphenol (700-38-9) → ({2-{(1R,2S)-2-[2-(Bis-carboxymethyl-amino)-5-methyl-phenoxy]-cyclopentyloxy}-4-[hydroxy-(6-nitro-benzo[1,3]dioxol-5-yl)-methyl]-phenyl}-carboxymethyl-amino)-acetic acid (109267-14-3,114183-83-4)

Guidance literature:

Multi-step reaction with 8 steps

1: 72 percent / potassium 5-methyl-2-nitrophenoxide / dimethylformamide / 20 h / Heating

2: 80 percent / pyridinium chlorochromate / CH₂Cl₂ / 16 h / Ambient temperature

3: 1.) LS-Selectride; 2.) KOH, 30percent H₂O₂ / 1.) THF, -78 deg C, 2 h.; 2.) THF, ethanol, water, room temp.

4: 74 percent / 57percent NaH / 1,2-dimethoxy-ethane / 1 h / Ambient temperature

5: H₂ / 5percent Pd/C / ethyl acetate; aq. ethanol / 2 h / Ambient temperature

6: 85 percent / 1,8-bis(dimethylamino)naphthalene, NaI / acetonitrile / 16 h / Heating

7: 1.) trimethylsilyl trifluoromethanesulfonate, 2,6-di-tert-butylpyridine; 2.) tetrabutylammonium fluoride trihydrate / 1.) CHCl₃, room temp.; 2.) CHCl₃, room temp., 15 min.

8: 1M KOH then acid / dioxane; methanol; H₂O

With potassium hydroxide; 2,6-di-tert-butyl-pyridine; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydride; potassium salt of 5-methyl-2-nitrophenol; lithium tri-sec-butyl(hydrido)borate; pyridinium chlorochromate; sodium iodide; palladium on activated charcoal; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1021/ja00218a034

Reference yield:

2-(5-methyl-2-nitrophenoxy)cyclopentanone (114157-75-4) → ({2-{(1R,2S)-2-[2-(Bis-carboxymethyl-amino)-5-methyl-phenoxy]-cyclopentyloxy}-4-[hydroxy-(6-nitro-benzo[1,3]dioxol-5-yl)-methyl]-phenyl}-carboxymethyl-amino)-acetic acid (109267-14-3,114183-83-4)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) LS-Selectride; 2.) KOH, 30percent H₂O₂ / 1.) THF, -78 deg C, 2 h.; 2.) THF, ethanol, water, room temp.

2: 74 percent / 57percent NaH / 1,2-dimethoxy-ethane / 1 h / Ambient temperature

3: H₂ / 5percent Pd/C / ethyl acetate; aq. ethanol / 2 h / Ambient temperature

4: 85 percent / 1,8-bis(dimethylamino)naphthalene, NaI / acetonitrile / 16 h / Heating

5: 1.) trimethylsilyl trifluoromethanesulfonate, 2,6-di-tert-butylpyridine; 2.) tetrabutylammonium fluoride trihydrate / 1.) CHCl₃, room temp.; 2.) CHCl₃, room temp., 15 min.

6: 1M KOH then acid / dioxane; methanol; H₂O

With potassium hydroxide; 2,6-di-tert-butyl-pyridine; trimethylsilyl trifluoromethanesulfonate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; sodium hydride; lithium tri-sec-butyl(hydrido)borate; sodium iodide; palladium on activated charcoal; In 1,4-dioxane; methanol; 1,2-dimethoxyethane; ethanol; water; ethyl acetate; acetonitrile;

DOI:10.1021/ja00218a034

upstream raw materials:

({2-{(1R,2S)-2-[2-(Bis-methoxycarbonylmethyl-amino)-5-methyl-phenoxy]-cyclopentyloxy}-4-[hydroxy-(6-nitro-benzo[1,3]dioxol-5-yl)-methyl]-phenyl}-methoxycarbonylmethyl-amino)-acetic acid methyl ester

Cyclopentene oxide

2-nitro-5-methylphenol

2-(5-methyl-2-nitrophenoxy)cyclopentanone

Refernces