2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-5-(2,5-dihydro-pyrrol-1-yl)-4-methoxycarbonylmethyl-benzyl ester

Base Information

• Chemical Name: 2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-5-(2,5-dihydro-pyrrol-1-yl)-4-methoxycarbonylmethyl-benzyl ester
• CAS No.: 180412-89-9
• Molecular Formula: C₂₅H₃₅NO₇
• Molecular Weight: 461.555
• Mol file: 180412-89-9.mol

Synonyms:

Chemical Property of 2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-5-(2,5-dihydro-pyrrol-1-yl)-4-methoxycarbonylmethyl-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-5-(2,5-dihydro-pyrrol-1-yl)-4-methoxycarbonylmethyl-benzyl ester

There total 7 articles about 2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-5-(2,5-dihydro-pyrrol-1-yl)-4-methoxycarbonylmethyl-benzyl 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-hydroxy-4-methyl-5-nitrobenzoic acid methyl ester (125229-13-2) → 2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-5-(2,5-dihydro-pyrrol-1-yl)-4-methoxycarbonylmethyl-benzyl ester (180412-89-9)

Guidance literature:

Multi-step reaction with 9 steps

1: ImH / dimethylformamide

2: NBS, AIBN / benzene

3: DIBAL / CH₂Cl₂ / -78 °C

4: 57 percent / dimethylsulfoxide

5: 59 percent / 1percent H₂SO₄ / methanol / Heating

6: K₂CO₃ / acetone

7: pyridine / CH₂Cl₂

8: H₂ / Pd/C / methanol

9: NaHCO₃ / dimethylformamide

With pyridine; 1H-imidazole; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); sulfuric acid; hydrogen; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone; benzene;

DOI:10.1016/0040-4039(96)01109-4

Reference yield:

[4-Bromomethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-methanol (180412-85-5) → 2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-5-(2,5-dihydro-pyrrol-1-yl)-4-methoxycarbonylmethyl-benzyl ester (180412-89-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 57 percent / dimethylsulfoxide

2: 59 percent / 1percent H₂SO₄ / methanol / Heating

3: K₂CO₃ / acetone

4: pyridine / CH₂Cl₂

5: H₂ / Pd/C / methanol

6: NaHCO₃ / dimethylformamide

With pyridine; sulfuric acid; hydrogen; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; In methanol; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; acetone;

DOI:10.1016/0040-4039(96)01109-4

Reference yield:

[5-(tert-Butyl-dimethyl-silanyloxy)-3-imino-1-oxy-3H-benzo[c][1,2]oxazin-7-yl]-methanol (180412-86-6) → 2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-5-(2,5-dihydro-pyrrol-1-yl)-4-methoxycarbonylmethyl-benzyl ester (180412-89-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 59 percent / 1percent H₂SO₄ / methanol / Heating

2: K₂CO₃ / acetone

3: pyridine / CH₂Cl₂

4: H₂ / Pd/C / methanol

5: NaHCO₃ / dimethylformamide

With pyridine; sulfuric acid; hydrogen; sodium hydrogencarbonate; potassium carbonate; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl-formamide; acetone;

DOI:10.1016/0040-4039(96)01109-4

upstream raw materials:

3-hydroxy-4-methyl-5-nitrobenzoic acid methyl ester

[4-Bromomethyl-3-(tert-butyl-dimethyl-silanyloxy)-5-nitro-phenyl]-methanol

[5-(tert-Butyl-dimethyl-silanyloxy)-3-imino-1-oxy-3H-benzo[c][1,2]oxazin-7-yl]-methanol

2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-4-methoxycarbonylmethyl-5-nitro-benzyl ester

Downstream raw materials:

2,2-Dimethyl-propionic acid 3-tert-butoxycarbonylmethoxy-4-methoxycarbonylmethyl-5-((3aS,6aR)-2-oxo-tetrahydro-[1,3]dioxolo[4,5-c]pyrrol-5-yl)-benzyl ester