2-((tert-Butoxycarbonyl)amino)-3-hydroxy-3-methylbutanoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)amino)-3-hydroxy-3-methylbutanoic acid
• CAS No.: 105504-72-1
• Molecular Formula: C₁₀H₁₉NO₅
• Molecular Weight: 233.265
• Hs Code.: 2924199090
• European Community (EC) Number: 805-400-6
• DSSTox Substance ID: DTXSID40548496
• Mol file: 105504-72-1.mol

Synonyms:105504-72-1;2-((tert-Butoxycarbonyl)amino)-3-hydroxy-3-methylbutanoic acid;Boc-(RS)-2-amino-3-hydroxy-3-methylbutanoic acid;3-hydroxy-3-methyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;2-{[(tert-butoxy)carbonyl]amino}-3-hydroxy-3-methylbutanoic acid;(2S)-2-(N-tert-Butoxycarbonyl)amino-3-hydroxy-3-methylbutanoic acid;2-(tert-butoxycarbonylamino)-3-hydroxy-3-methylbutanoic acid;Threonine,N-[(1,1-dimethylethoxy)carbonyl]-3-methyl-;MFCD02682576;MFCD03094792;SZVRVSZFEDIMFM-UHFFFAOYSA-N;(R)-2-(Boc-amino)-3-hydroxy-3-methylbutanoic acid;SCHEMBL206502;DTXSID40548496;BCP21675;MFCD02682578;AKOS016001133;PB39403;PB42467;N-(tert-Butoxycarbonyl)-3-hydroxyvaline;SY065775;SY066886;CS-0440601;EN300-297284;2-(Boc-amino)-3-hydroxy-3-methyl-butanoic acid;2-tert-Butoxycarbonylamino-3-hydroxy-3-methyl-butyric acid;(2R)-2-(tert-butoxycarbonylamino)-3-hydroxy-3-methyl-butanoic acid;(2S)-2-(tert-butoxycarbonylamino)-3-hydroxy-3-methyl-butanoic acid;DL-3-(3,4-Dimethoxyphenyl)-2-methyl-2-hydrazinepropionicacidalanine;N-Boc-(+/-)-2-amino-3-hydroxy-3-methylbutanoic acid, AldrichCPR;N-Boc-(+-)-2-amino-3-hydroxy-3-methylbutanoic acid (Boc-DL-Val(3-OH)-OH);N-boc-(s)-2-amino-3-hydroxy-3-methylbutanoic acid pound>>(S)-2-N-Boc-amino-3-hydroxy-3-methylbutyric acid

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

Chemical Property:

• Boiling Point: 391.1±37.0 °C(Predicted)
• PKA: 3.62±0.10(Predicted)
• PSA: 95.86000
• Density: 1.175±0.06 g/cm3(Predicted)
• LogP: 1.12610
• Storage Temp.: 2-8°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 233.12632271
• Heavy Atom Count: 16
• Complexity: 279

Purity/Quality:

98%min ^*data from raw suppliers

N-Boc-(+-)-2-amino-3-hydroxy-3-methylbutanoicAcid ^*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)O

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

There total 21 articles about 2-((tert-Butoxycarbonyl)amino)-3-hydroxy-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: 98.9%

C11H20(2)HNO4 → N-(tert-butoxycarbonyl)-3-hydroxy-L-valine (102507-13-1,105504-72-1)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; isopropyl alcohol; at 20 ℃; Solvent; Reagent/catalyst; Green chemistry;

Reference yield: 96.0%

tert-butyl N-[(1R)-2-hydroxy-1-(hydroxymethyl)-2-methylpropyl]carbamate (473545-40-3) → N-(tert-butoxycarbonyl)-3-hydroxy-L-valine (102507-13-1,105504-72-1)

Guidance literature:

With sodium chlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; [bis(acetoxy)iodo]benzene; In acetonitrile; at 0 - 20 ℃; pH=6.4; aq. phosphate buffer;

DOI:10.1002/anie.201004646

Reference yield: 96.0%

(2R)-2-(N-tert-Butoxycarbonyl)amino-3-hydroxy-3-methylbutanoic acid (182958-73-2) → (R)-2-((tert-butoxycarbonyl)amino)-3-hydroxy-3-methylbutanoic acid (288159-40-0,105504-72-1)

Guidance literature:

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite; In phosphate buffer; acetonitrile; at 35 ℃;

DOI:10.1021/jo026260b

upstream raw materials:

3-hydroxy-DL-valine

di-tert-butyl dicarbonate

tert-butyl (4R)-4-(1-hydroxy-1-methylethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate

methylmagnesium bromide

Downstream raw materials:

(S)-2-amino-3-hydroxy-3-methylbutanoic acid

(R)-(-)-β-hydroxyvaline

(S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-3-hydroxy-3-methylbutanoic acid

Refernces

• 1、 Ohsawa, Kosuke,Ochiai, Shota,Kubota, Junya,Doi, Takayuki. "Gold-Catalyzed Amide/Carbamate-Linked N, O-Acetal Formation with Bulky Amides and Alcohols". . p. 1281 - 1291. Retrieved 2021/01/14.
• 2、 -. "Preparation method of (2S) -substituted -3 - deuterium - L - valdi". Paragraph 0132-0143. . Retrieved 2021/10/05.