(2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate

Base Information

• Chemical Name: (2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate
• CAS No.: 128194-07-0
• Molecular Formula: C₂₈H₃₃N₂O₈P
• Molecular Weight: 556.552
• Mol file: 128194-07-0.mol

Synonyms:

Chemical Property of (2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate

There total 3 articles about (2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate 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: 37.0%

(S)-2-methoxy-2-phenylethyl 3-aminocrotonate + 5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane (111011-78-0) → (2S)-2-methoxy-2-phenylethyl (4R)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate (128194-08-1) + (2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate (128194-07-0)

Guidance literature:

In toluene; for 3h; Heating;

DOI:10.1248/cpb.40.2377

Reference yield:

3-(dimorpholinomethyl)-1-nitrobenzene (40891-03-0) → (2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate (128194-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / trifluoroacetic acid / toluene / 1.) 60 deg C, 30 min, 2.) 0-10 deg C, 3 h

2: 37 percent / toluene / 3 h / Heating

With trifluoroacetic acid; In toluene;

DOI:10.1248/cpb.40.2377

Reference yield:

2-acetonyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane (111011-80-4) → (2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate (128194-07-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / trifluoroacetic acid / toluene / 1.) 60 deg C, 30 min, 2.) 0-10 deg C, 3 h

2: 37 percent / toluene / 3 h / Heating

With trifluoroacetic acid; In toluene;

DOI:10.1248/cpb.40.2377

upstream raw materials:

5,5-dimethyl-2-<1-(3-nitrophenyl)-3-oxo-1-buten-2-yl>-2-oxo-1,3,2-dioxaphosphorinane

3-(dimorpholinomethyl)-1-nitrobenzene

2-acetonyl-5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinane

Downstream raw materials:

(S)-2-ethyl 5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-1-methoxymethyl-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate

(2S)-2-methoxy-2-phenylethyl (4S)-5-(5,5-dimethyl-2-oxo-1,3,2-dioxaphosphorinan-2-yl)-1,4-dihydro-1-methoxymethyl-2,6-dimethyl-4-(3-nitrophenyl)-3-pyridinecarboxylate

Refernces