(4S,5S)-4-Benzyl-5-[(S)-2-benzyl-4-((1R,3R)-3-carbamoylmethyl-indan-1-yl)-3-oxo-2,3-dihydro-1H-pyrrol-2-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (4S,5S)-4-Benzyl-5-[(S)-2-benzyl-4-((1R,3R)-3-carbamoylmethyl-indan-1-yl)-3-oxo-2,3-dihydro-1H-pyrrol-2-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 877400-35-6
• Molecular Formula: C₄₀H₄₇N₃O₅
• Molecular Weight: 649.83
• Mol file: 877400-35-6.mol

Synonyms:

Chemical Property of (4S,5S)-4-Benzyl-5-[(S)-2-benzyl-4-((1R,3R)-3-carbamoylmethyl-indan-1-yl)-3-oxo-2,3-dihydro-1H-pyrrol-2-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5S)-4-Benzyl-5-[(S)-2-benzyl-4-((1R,3R)-3-carbamoylmethyl-indan-1-yl)-3-oxo-2,3-dihydro-1H-pyrrol-2-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 12 articles about (4S,5S)-4-Benzyl-5-[(S)-2-benzyl-4-((1R,3R)-3-carbamoylmethyl-indan-1-yl)-3-oxo-2,3-dihydro-1H-pyrrol-2-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic 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:

((R)-3-Oxo-indan-1-yl)-acetaldehyde (877400-03-8) → (4S,5S)-4-Benzyl-5-[(S)-2-benzyl-4-((1R,3R)-3-carbamoylmethyl-indan-1-yl)-3-oxo-2,3-dihydro-1H-pyrrol-2-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (877400-35-6)

Guidance literature:

Multi-step reaction with 11 steps

1: 74 percent / Li(t-BuO)3AlH

2: 100 percent / imidazole

3: 58 percent / Zn; (EtO)3B / tetrahydrofuran

4: 99 percent / Martin sulfurane

5: HCOONH₄ / Pd/C / methanol

6: 98 percent / aq. NaOH / methanol

7: 95 percent / CDI; NH₄OAc

8: 100 percent / TBAF

9: 92 percent / SO₃*pyridine; DMSO

10: toluene

11: KHMDS / tetrahydrofuran

With 1H-imidazole; sodium hydroxide; Martins sulfurane; pyridine-SO₃ complex; triethyl borate; ammonium acetate; tetrabutyl ammonium fluoride; ammonium formate; potassium hexamethylsilazane; dimethyl sulfoxide; lithium tri-t-butoxyaluminum hydride; 1,1'-carbonyldiimidazole; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene; 3: Reformatsky reaction;

DOI:10.1016/j.bmcl.2005.11.011

Reference yield:

(R)-3-(2-Hydroxy-ethyl)-indan-1-one (877400-05-0) → (4S,5S)-4-Benzyl-5-[(S)-2-benzyl-4-((1R,3R)-3-carbamoylmethyl-indan-1-yl)-3-oxo-2,3-dihydro-1H-pyrrol-2-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (877400-35-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 100 percent / imidazole

2: 58 percent / Zn; (EtO)3B / tetrahydrofuran

3: 99 percent / Martin sulfurane

4: HCOONH₄ / Pd/C / methanol

5: 98 percent / aq. NaOH / methanol

6: 95 percent / CDI; NH₄OAc

7: 100 percent / TBAF

8: 92 percent / SO₃*pyridine; DMSO

9: toluene

10: KHMDS / tetrahydrofuran

With 1H-imidazole; sodium hydroxide; Martins sulfurane; pyridine-SO₃ complex; triethyl borate; ammonium acetate; tetrabutyl ammonium fluoride; ammonium formate; potassium hexamethylsilazane; dimethyl sulfoxide; 1,1'-carbonyldiimidazole; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene; 2: Reformatsky reaction;

DOI:10.1016/j.bmcl.2005.11.011

Reference yield:

(R)-3-Allyl-indan-1-one → (4S,5S)-4-Benzyl-5-[(S)-2-benzyl-4-((1R,3R)-3-carbamoylmethyl-indan-1-yl)-3-oxo-2,3-dihydro-1H-pyrrol-2-ylmethyl]-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (877400-35-6)

Guidance literature:

Multi-step reaction with 12 steps

1: 78 percent / O₃; Ph₃P

2: 74 percent / Li(t-BuO)3AlH

3: 100 percent / imidazole

4: 58 percent / Zn; (EtO)3B / tetrahydrofuran

5: 99 percent / Martin sulfurane

6: HCOONH₄ / Pd/C / methanol

7: 98 percent / aq. NaOH / methanol

8: 95 percent / CDI; NH₄OAc

9: 100 percent / TBAF

10: 92 percent / SO₃*pyridine; DMSO

11: toluene

12: KHMDS / tetrahydrofuran

With 1H-imidazole; sodium hydroxide; Martins sulfurane; pyridine-SO₃ complex; triethyl borate; ammonium acetate; tetrabutyl ammonium fluoride; ammonium formate; potassium hexamethylsilazane; ozone; dimethyl sulfoxide; lithium tri-t-butoxyaluminum hydride; triphenylphosphine; 1,1'-carbonyldiimidazole; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; toluene; 4: Reformatsky reaction;

DOI:10.1016/j.bmcl.2005.11.011

upstream raw materials:

((R)-3-Oxo-indan-1-yl)-acetaldehyde

(R)-3-(2-Hydroxy-ethyl)-indan-1-one

2-[(1R,3S)-3-(2-Oxo-ethyl)-indan-1-yl]-acetamide

2-[(1R,3S)-3-(2-Hydroxy-ethyl)-indan-1-yl]-acetamide