Boc-Thr(tBu)-OH

Base Information

• Chemical Name: Boc-Thr(tBu)-OH
• CAS No.: 13734-40-2
• Molecular Formula: C13H25NO5
• Molecular Weight: 275.345
• Hs Code.: 2924 19 00
• European Community (EC) Number: 834-860-0
• DSSTox Substance ID: DTXSID40426760
• Nikkaji Number: J2.127.129B
• Wikidata: Q72450761
• Mol file: 13734-40-2.mol

Synonyms:Boc-Thr(tBu)-OH;13734-40-2;Boc-O-tert-butyl-L-threonine;N-Boc-O-(tert-butyl)-L-threonine;Boc-O-t-butyl-L-threonine;(2S,3R)-3-(tert-Butoxy)-2-((tert-butoxycarbonyl)amino)butanoic acid;(2S,3R)-3-[(2-methylpropan-2-yl)oxy]-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid;L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-(1,1-dimethylethyl)-;MFCD00151115;Boc-Thr(t-Bu)-OH;Boc-O-tert-Butyl-L-Thr-OH;(2S,3R)-3-tert-butoxy-2-(tert-butoxycarbonylamino)butanoic acid;SCHEMBL2395128;N-BOC-O-ter-butyl-L-threonine;N-BOC-O-tert-butyl-L-threonine;DTXSID40426760;LKRXXARJBFBMCE-BDAKNGLRSA-N;(2s,3r)-3-tert-butoxy-2-[(tert-butoxycarbonyl)amino]butanoic acid;AC2493;AKOS015895291;CS-W012322;HY-W011606;DS-14834;EN300-205436;N-alpha-t-Butyloxycarbonyl-O-t-butyl-L-threonine;J-007004;N-(tert-Butoxycarbonyl)-O-(tert-butyl)-L-threonine;(2S,3R)-2-(Boc-amino)-3-(tert-butoxy)butyric acid;Boc-Thr(t-Bu)-OH, >=99.0% (sum of enantiomers, TLC);(2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylamino-butyric acid;(2S,3R)-3-(tert-butoxy)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid

Chemical Property of Boc-Thr(tBu)-OH

Chemical Property:

• Vapor Pressure: 3.27E-07mmHg at 25°C
• Melting Point: 95-98 °C
• Refractive Index: 1.462
• Boiling Point: 391.3 °C at 760 mmHg
• PKA: 3.53±0.10(Predicted)
• Flash Point: 190.4 °C
• PSA: 84.86000
• Density: 1.07 g/cm³
• LogP: 2.55880
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMF.
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 275.17327290
• Heavy Atom Count: 19
• Complexity: 327

Purity/Quality:

98%min ^*data from raw suppliers

Boc-O-tert-butyl-L-threonine 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C(=O)O)NC(=O)OC(C)(C)C)OC(C)(C)C
• Isomeric SMILES: C[C@H]([C@@H](C(=O)O)NC(=O)OC(C)(C)C)OC(C)(C)C
• Uses: N-Boc-O-tert-butyl-L-threonine is used as pharmaceutical intermediate.

Technology Process of Boc-Thr(tBu)-OH

There total 1 articles about Boc-Thr(tBu)-OH 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:

N-(tert-butyloxycarbonyl) azide (1070-19-5) + (O-tert-butyl)-L-threonine (4378-13-6,201353-89-1) → (2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylaminobutyric acid (13734-40-2)

Guidance literature:

With hydroxide;

DOI:10.1002/jlac.19677020123

Reference yield: 100.0%

erythro-methyl 2-amino-3-hydroxy-3-phenylpropanoate (38114-29-3,38114-30-6,64792-93-4,81135-77-5,87936-34-3,99076-18-3,101469-16-3,116129-92-1) + (2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylaminobutyric acid (13734-40-2) → Boc-L-Thr(t-Bu)-L,D-PheSer-OMe (1064763-90-1)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; for 20h;

DOI:10.1021/jm800513w

Reference yield: 99.0%

(2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylaminobutyric acid (13734-40-2) + [3-(aminomethyl)phenyl]boronic acid → (3-(((2S,3R)-3-(tert-butoxy)-2-((tert-butoxycarbonyl)amino)butanamido)methyl)phenyl)boronic acid (1422970-06-6)

Guidance literature:

(2S,3R)-3-tert-butoxy-2-tert-butoxycarbonylaminobutyric acid; With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 0.5h;

[3-(aminomethyl)phenyl]boronic acid; With 1-hydroxy-7-aza-benzotriazole; In dichloromethane; for 12h;

DOI:10.1021/jm301756m

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

(O-tert-butyl)-L-threonine

Downstream raw materials:

2-[(R)-1-((2S,3R)-3-tert-Butoxy-2-tert-butoxycarbonylamino-butyrylamino)-2-phenyl-ethyl]-thiazole-4-carboxylic acid methyl ester

Refernces