1,1-Dimethylethyl (2R,3R)-3-hydroxy-5-oxo-2-(phenylmethyl)-1-pyrrolidinecarboxylate

Base Information

• Chemical Name: 1,1-Dimethylethyl (2R,3R)-3-hydroxy-5-oxo-2-(phenylmethyl)-1-pyrrolidinecarboxylate
• CAS No.: 109579-13-7
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.347
• DSSTox Substance ID: DTXSID901130318

Synonyms:SCHEMBL10387738;DTXSID901130318;AKOS016345364;1,1-Dimethylethyl (2R,3R)-3-hydroxy-5-oxo-2-(phenylmethyl)-1-pyrrolidinecarboxylate;109579-13-7

Chemical Property of 1,1-Dimethylethyl (2R,3R)-3-hydroxy-5-oxo-2-(phenylmethyl)-1-pyrrolidinecarboxylate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 291.14705815
• Heavy Atom Count: 21
• Complexity: 396

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C(C(CC1=O)O)CC2=CC=CC=C2
• Isomeric SMILES: CC(C)(C)OC(=O)N1[C@@H]([C@@H](CC1=O)O)CC2=CC=CC=C2

Technology Process of 1,1-Dimethylethyl (2R,3R)-3-hydroxy-5-oxo-2-(phenylmethyl)-1-pyrrolidinecarboxylate

There total 28 articles about 1,1-Dimethylethyl (2R,3R)-3-hydroxy-5-oxo-2-(phenylmethyl)-1-pyrrolidinecarboxylate 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: 92.0%

(5R)-5-Benzyl-1-tert-butyloxycarbonyl-4-hydroxy-1,5-dihydropyrrol-2-one (112700-42-2) → (4R,5R)-5-Benzyl-1-(tert-butyloxycarbonyl)-4-hydroxypyrrolidin-2-one (109579-13-7)

Guidance literature:

With sodium tetrahydroborate; acetic acid; In dichloromethane; at -15 - -5 ℃;

DOI:10.1039/b101584m

Reference yield:

(R)-5-benzyl-1-t-butoxycarbonylpyrrolidine-2,4-dione (109579-12-6) → (4R,5R)-5-Benzyl-1-(tert-butyloxycarbonyl)-4-hydroxypyrrolidin-2-one (109579-13-7)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 - 20 ℃; for 2h;

DOI:10.1016/j.tet.2011.07.049

Reference yield:

(5S)-5-benzyl-1-(tert-butyloxycarbonyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one (112700-41-1) → (4S,5R)-N-(((tert)-butyloxy)carbonyl)-5-benzyl-4-hydroxy-2-pyrrolidinone (109579-10-4,109579-13-7,144186-19-6)

Guidance literature:

With sodium tetrahydroborate; In dichloromethane; acetic acid; for 5h; Yield given;

upstream raw materials:

(5S)-5-benzyl-1-(tert-butyloxycarbonyl)-4-hydroxy-1,5-dihydro-pyrrol-2-one

di-tert-butyl dicarbonate

(4S,5S)-5-Benzyl-2-oxo-4-hydroxypyrrolidine

(5S)-5-benzyl-4-hydroxy-1-t-butoxycarbonylpyrrol-2(5H)-one

Downstream raw materials:

methyl (3S,4S)-N-tert-butoxycarbonyl-4-amino-3-hydroxy-5-phenylpentanoate

(2S,3S)-tert-butyl 2-benzyl-3-((tert-butyldimethylsilyl)oxy)-5-oxopyrrolidine-1-carboxylate

(2S,3R)-3-Acetoxy-2-benzyl-pyrrolidine-1-carboxylic acid tert-butyl ester

[(S)-1-((2S,3S)-2-Benzyl-3-hydroxy-pyrrolidine-1-carbonyl)-2-methyl-propyl]-carbamic acid benzyl ester

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 109579-13-7 (4R,5R)-5-Benzyl-1-(tert-butyloxycarbonyl)-4-hydroxypyrrolidin-2-one

Send

Send

Metric Ton KG G Pound L ML

Send

Send