(R)-2-((tert-Butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid

Base Information

• Chemical Name: (R)-2-((tert-Butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid
• CAS No.: 110763-40-1
• Molecular Formula: C10H19NO4S
• Molecular Weight: 249.331
• Hs Code.: 2930909090
• DSSTox Substance ID: DTXSID20554696
• Wikidata: Q72450238
• Mol file: 110763-40-1.mol

Synonyms:110763-40-1;(R)-2-((tert-Butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid;N-BOC-L-(+)-PENICILLAMINE;(2R)-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-sulfanylbutanoic acid;Boc-L-penicillamine;N-(tert-Butoxycarbonyl)-3-sulfanyl-L-valine;SCHEMBL3151434;DTXSID20554696;KATRCIRDUXIZQK-ZCFIWIBFSA-N;(R)-2-((tert-Butoxycarbonyl)amino)-3-mercapto-3-methylbutanoicacid;MFCD02682558;BS-25149;CS-0196504;(R)-N-(1,1-dimethylethoxy)carbonylpenicillamine;EN300-7094645;(R)-2-((t-Butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid;(2R)-2-{[(tert-butoxy)carbonyl]amino}-3-methyl-3-sulfanylbutanoic acid

Chemical Property of (R)-2-((tert-Butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid

Chemical Property:

• Boiling Point: 373.6±37.0 °C(Predicted)
• PKA: 3.56±0.10(Predicted)
• PSA: 117.92000
• Density: 1.159
• LogP: 1.87710
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 249.10347926
• Heavy Atom Count: 16
• Complexity: 283

Purity/Quality:

98%min ^*data from raw suppliers

(R)-2-((tert-Butoxycarbonyl)amino)-3-mercapto-3-methylbutanoicacid 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of (R)-2-((tert-Butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid

There total 3 articles about (R)-2-((tert-Butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid 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: 96.0%

→ (R)-2-((tert-butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid (110763-40-1)

Guidance literature:

Reference yield: 88.0%

L-penicillamine (1113-41-3) + di-tert-butyl dicarbonate (24424-99-5) → (R)-2-((tert-butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid (110763-40-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 22h; Cooling with ice;

Reference yield: 88.0%

L-penicillamine (1113-41-3) + tert-butyldicarbonate (34619-03-9) → (R)-2-((tert-butoxycarbonyl)amino)-3-mercapto-3-methylbutanoic acid (110763-40-1)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 20 ℃; for 20h; Cooling with ice; Inert atmosphere;

upstream raw materials:

L-penicillamine

di-tert-butyl dicarbonate

tert-butyldicarbonate

Downstream raw materials:

3-benzylsulfanyl-2-tert-butoxycarbonylamino-3-methyl-butyric acid

Refernces

• 1、 -. "ANTIBACTERIAL AGENTS". Page/Page column 95-96. . Retrieved 2013/12/03.
• 2、 Petra, Danielle G. I.,Kamer, Paul C. J.,Spek, Anthony L.,Schoemaker, Hans E.,Van Leeuwen, Piet W. N. M.. "Aminosulf(ox)ides as Ligands for Iridium(I)-Catalyzed Asymmetric Transfer Hydrogenation". . p. 3010 - 3017. Retrieved 2007/10/03.