(S)-Tert-butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate

Base Information

• Chemical Name: (S)-Tert-butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate
• CAS No.: 147959-19-1
• Molecular Formula: C12H21 N O4
• Molecular Weight: 243.303
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00442148
• Nikkaji Number: J1.942.173B
• Mol file: 147959-19-1.mol

Synonyms:147959-19-1;(S)-TERT-BUTYL 2,2-DIMETHYL-4-(2-OXOETHYL)OXAZOLIDINE-3-CARBOXYLATE;(4S)-2,2-dimethyl-4-(2-oxoethyl)-oxazolidine-3-carboxylic acid tert-butyl ester;TERT-BUTYL (4S)-2,2-DIMETHYL-4-(2-OXOETHYL)-1,3-OXAZOLIDINE-3-CARBOXYLATE;(S)-3-Boc-2,2-dimethyloxazolidine-4-acetaldehyde;MFCD08234426;SCHEMBL503411;DTXSID00442148;GAWRNYMYEGSVFV-VIFPVBQESA-N;(S)-TERT-BUTYL 2,2-DIMETHYL-4-(2-OXOETHYL)OXAZOLID;XFA95919;AKOS016843259;AS-40280;CS-0197591;A808714;(4S)-2,2-Dimethyl-3-(tert-butoxycarbonyl)oxazolidine-4beta-acetaldehyde;tert-butyl (S)-2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate;(4S)-2,2-Dimethyl-4-(2-oxoethyl)-oxazolidine-3-carboxylic acid tert-butyl ester, 95%;(S)-2,2-dimethyl-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid t-butyl ester;(S)-2,2-dimethyl-4-(2-oxo-ethyl)-oxazolidine-3-carboxylic acid tert-butyl ester;(S)-2,2-dimethyl-4-(2-oxo-ethyl)oxazolidine-3-carboxylic acid tert-butyl ester;3-Oxazolidinecarboxylicacid,2,2-dimethyl-4-(2-oxoethyl)-,1,1-dimethylethyl ester,(4S)-;(S)-tert-butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate

Chemical Property of (S)-Tert-butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate

Chemical Property:

• Melting Point: <40 °C
• Boiling Point: 324.1±27.0 °C(Predicted)
• PKA: -2.22±0.60(Predicted)
• PSA: 55.84000
• Density: 1.051±0.06 g/cm3(Predicted)
• LogP: 1.88530
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 243.14705815
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

97% ^*data from raw suppliers

(S)-Tert-Butyl2,2-Dimethyl-4-(2-Oxoethyl)Oxazolidine-3-Carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(N(C(CO1)CC=O)C(=O)OC(C)(C)C)C
• Isomeric SMILES: CC1(N([C@H](CO1)CC=O)C(=O)OC(C)(C)C)C

Technology Process of (S)-Tert-butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate

There total 12 articles about (S)-Tert-butyl 2,2-dimethyl-4-(2-oxoethyl)oxazolidine-3-carboxylate 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: 100.0%

(4S)-2,2-dimethyl-4-(2-hydroxyethyl)oxazolidine-3-carboxylic acid tert-butyl ester (147959-18-0) → (4S)-2,2-dimethyl-3-(t-butoxycarbonyl)-4-(formylmethyl)-1,3-oxazolidine (147959-19-1)

Guidance literature:

(4S)-2,2-dimethyl-4-(2-hydroxyethyl)oxazolidine-3-carboxylic acid tert-butyl ester; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃;

With triethylamine; In dichloromethane; at -60 - 20 ℃; for 1.5h;

Reference yield: 74.0%

oxalyl dichloride (79-37-8) + (4S)-2,2-dimethyl-4-(2-hydroxyethyl)oxazolidine-3-carboxylic acid tert-butyl ester (147959-18-0) → (4S)-2,2-dimethyl-3-(t-butoxycarbonyl)-4-(formylmethyl)-1,3-oxazolidine (147959-19-1)

Guidance literature:

With dimethyl sulfoxide; triethylamine;

Reference yield:

(S)-2-(tert-butoxycarbonylamino)-1,4-butanediol (128427-10-1,156627-42-8) → (4S)-2,2-dimethyl-3-(t-butoxycarbonyl)-4-(formylmethyl)-1,3-oxazolidine (147959-19-1)

Guidance literature:

2: Swern oxidation;

DOI:10.1055/s-2006-932488

upstream raw materials:

(4S)-2,2-dimethyl-4-(2-hydroxyethyl)oxazolidine-3-carboxylic acid tert-butyl ester

dimethyl N-tert-butoxycarbonyl-L-aspartate

(S)-2-(tert-butoxycarbonylamino)-1,4-butanediol

(4S)-4-[2-(1-methoxy-1-methylethoxy)ethyl]-2,2-dimethyloxazolidine-3-carboxylic acid tert-butyl ester

Downstream raw materials:

6-benzyloxy-5-tert-butoxycarbonylamino-hex-2-enoic acid ethyl ester

(S)-2-t-butoxycarbonylamino-3-furan-2-yl-propionic acid

1-[(4R)-2,2-dimethyl-3-N-benzyloxycarbonyloxazolidin-4-yl]-3-[(4S)-2,2-dimethyl-3-N-tert-butyloxycarbonyloxazolidin-4-yl]-1-propene

(4S)-2,2-dimethyl-4-((E)-3-phenyl-but-2-enyl)-oxazolidine-3-carboxylic acid tert-butyl ester