(4-{4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-3-nitro-benzoylamino}-butyl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (4-{4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-3-nitro-benzoylamino}-butyl)-carbamic acid tert-butyl ester
• CAS No.: 508234-75-1
• Molecular Formula: C₂₆H₄₂N₅O₇P
• Molecular Weight: 567.623
• Mol file: 508234-75-1.mol

Synonyms:(4-{4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-3-nitro-benzoylamino}-butyl)-carbamic acid tert-butyl ester

Chemical Property of (4-{4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-3-nitro-benzoylamino}-butyl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-{4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-3-nitro-benzoylamino}-butyl)-carbamic acid tert-butyl ester

There total 3 articles about (4-{4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-3-nitro-benzoylamino}-butyl)-carbamic acid tert-butyl ester 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: 81.0%

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine (124482-92-4,89992-70-1) + 4-(4-BOC-aminobutylcarbamoyl)-2-nitrobenzylic alcohol (508234-74-0) → (4-{4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-3-nitro-benzoylamino}-butyl)-carbamic acid tert-butyl ester (508234-75-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 0.5h;

DOI:10.1016/S0968-0896(02)00311-5

Reference yield:

4-bromomethyl-3-nitrobenzoic acid (55715-03-2) → (4-{4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-3-nitro-benzoylamino}-butyl)-carbamic acid tert-butyl ester (508234-75-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / aq. Na₂CO₃ / acetone / 5 h / Heating

2: 59 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / ethanol / 2 h

3: 81 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 0.5 h / 0 - 20 °C

With sodium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane; acetone;

DOI:10.1016/S0968-0896(02)00311-5

Reference yield:

4-(hydroxymethyl)-3-nitrobenzoic acid (82379-38-2) → (4-{4-[(2-cyano-ethoxy)-diisopropylamino-phosphanyloxymethyl]-3-nitro-benzoylamino}-butyl)-carbamic acid tert-butyl ester (508234-75-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 59 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride / ethanol / 2 h

2: 81 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 0.5 h / 0 - 20 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In ethanol; dichloromethane;

DOI:10.1016/S0968-0896(02)00311-5

upstream raw materials:

2-cyanoethyl-N,N-(diisopropylamino)chlorophosphine

4-(4-BOC-aminobutylcarbamoyl)-2-nitrobenzylic alcohol

4-bromomethyl-3-nitrobenzoic acid

4-(hydroxymethyl)-3-nitrobenzoic acid

Downstream raw materials:

C₅₁H₇₅N₁₂O₁₈P

[4-(4-{(2-Cyano-ethoxy)-[(3aR,4R,6R,6aR)-6-(2-isobutyrylamino-6-oxo-1,6-dihydro-purin-9-yl)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy]-phosphoryloxymethyl}-3-nitro-benzoylamino)-butyl]-carbamic acid tert-butyl ester