4-Nitro-benzoic acid (2S,3S,4S,6R)-6-[3-(2-methoxycarbonyl-ethyl)-1,2,3,4-tetrahydro-naphthalen-1-yloxy]-2-methyl-4-(4-nitro-benzoylamino)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: 4-Nitro-benzoic acid (2S,3S,4S,6R)-6-[3-(2-methoxycarbonyl-ethyl)-1,2,3,4-tetrahydro-naphthalen-1-yloxy]-2-methyl-4-(4-nitro-benzoylamino)-tetrahydro-pyran-3-yl ester
• CAS No.: 398458-56-5
• Molecular Formula: C₃₄H₃₅N₃O₁₁
• Molecular Weight: 661.665
• Mol file: 398458-56-5.mol

Synonyms:

Chemical Property of 4-Nitro-benzoic acid (2S,3S,4S,6R)-6-[3-(2-methoxycarbonyl-ethyl)-1,2,3,4-tetrahydro-naphthalen-1-yloxy]-2-methyl-4-(4-nitro-benzoylamino)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Nitro-benzoic acid (2S,3S,4S,6R)-6-[3-(2-methoxycarbonyl-ethyl)-1,2,3,4-tetrahydro-naphthalen-1-yloxy]-2-methyl-4-(4-nitro-benzoylamino)-tetrahydro-pyran-3-yl ester

There total 6 articles about 4-Nitro-benzoic acid (2S,3S,4S,6R)-6-[3-(2-methoxycarbonyl-ethyl)-1,2,3,4-tetrahydro-naphthalen-1-yloxy]-2-methyl-4-(4-nitro-benzoylamino)-tetrahydro-pyran-3-yl 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:

3-(4-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propionic acid methyl ester (398458-54-3) + 4-Nitro-benzoic acid (2S,3S,4S)-6-chloro-2-methyl-4-(4-nitro-benzoylamino)-tetrahydro-pyran-3-yl ester → 4-Nitro-benzoic acid (2S,3S,4S,6R)-6-[3-(2-methoxycarbonyl-ethyl)-1,2,3,4-tetrahydro-naphthalen-1-yloxy]-2-methyl-4-(4-nitro-benzoylamino)-tetrahydro-pyran-3-yl ester (398458-56-5)

Guidance literature:

With silver trifluoromethanesulfinate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1016/S0040-4039(01)01681-1

Reference yield:

3-(4-oxo-1,2,3,4-tetrahydro-[2]naphthyl)-propionic acid (35883-78-4) → 4-Nitro-benzoic acid (2S,3S,4S,6R)-6-[3-(2-methoxycarbonyl-ethyl)-1,2,3,4-tetrahydro-naphthalen-1-yloxy]-2-methyl-4-(4-nitro-benzoylamino)-tetrahydro-pyran-3-yl ester (398458-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / HCl / 48 h / 100 °C

2: 82 percent / NaBH₄ / methanol

3: CF₃SO₂Ag / dimethylformamide / 3 h / 20 °C

With hydrogenchloride; sodium tetrahydroborate; silver trifluoromethanesulfinate; In methanol; N,N-dimethyl-formamide; 3: Koenigs-Knorr synthesis;

DOI:10.1016/S0040-4039(01)01681-1

Reference yield:

L-Daunosamine hydrochloride (18977-93-0) → 4-Nitro-benzoic acid (2S,3S,4S,6R)-6-[3-(2-methoxycarbonyl-ethyl)-1,2,3,4-tetrahydro-naphthalen-1-yloxy]-2-methyl-4-(4-nitro-benzoylamino)-tetrahydro-pyran-3-yl ester (398458-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 45 percent / pyridine

2: HCl(g) / CH₂Cl₂ / 0.17 h

3: CF₃SO₂Ag / dimethylformamide / 3 h / 20 °C

With hydrogenchloride; silver trifluoromethanesulfinate; In pyridine; dichloromethane; N,N-dimethyl-formamide; 3: Koenigs-Knorr synthesis;

DOI:10.1016/S0040-4039(01)01681-1

upstream raw materials:

3-(4-hydroxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-propionic acid methyl ester

3-(4-oxo-1,2,3,4-tetrahydro-[2]naphthyl)-propionic acid

L-Daunosamine hydrochloride

methyl-3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranoside