Boc-L-alaninal

Base Information

• Chemical Name: Boc-L-alaninal
• CAS No.: 79069-50-4
• Molecular Formula: C8H15NO3
• Molecular Weight: 173.212
• Hs Code.: 2924297099
• European Community (EC) Number: 848-555-5
• DSSTox Substance ID: DTXSID90426755
• Nikkaji Number: J675.105I
• Wikidata: Q72447734
• Pharos Ligand ID: LANAAT4QPDK1
• ChEMBL ID: CHEMBL94727
• Mol file: 79069-50-4.mol

Synonyms:79069-50-4;Boc-L-alaninal;Boc-Ala-Aldehyde;(S)-tert-Butyl (1-oxopropan-2-yl)carbamate;Boc-L-alanine aldehyde;tert-butyl N-[(2S)-1-oxopropan-2-yl]carbamate;(S)-tert-butyl 1-oxopropan-2-ylcarbamate;(S)-(1-METHYL-2-OXO-ETHYL)-CARBAMIC ACID TERT-BUTYL ESTER;CHEMBL94727;Carbamic acid, [(1S)-1-methyl-2-oxoethyl]-, 1,1-dimethylethyl ester;MFCD00143786;(S)-t-butyl 1-oxopropan-2-yl carbamate;Boc-L-alaninal, >=98%;SCHEMBL327825;N-(t-butoxycarbonyl)-l-alaninal;N-tert-Butoxycarbonyl-L-alaninal;DTXSID90426755;OEQRZPWMXXJEKU-LURJTMIESA-N;AM9606;BDBM50137807;Carbamicacid,N-[(1S)-1-methyl-2-oxoethyl]-,1,1-dimethylethylester;MFCD00801157;AKOS005146520;AKOS015840143;N-(tert -butyloxycarbonyl)-L-alaninal;CS-W008290;TS-7035;(2S)-2-(tert-Butoxycarbonylamino)propanal;Boc-L-Ala-PAM resin (100-200 mesh);(S)-tert-butyl(1-oxopropan-2-yl)carbamate;B6073;2-(s)-[n-(tert-butoxycarbonyl)amino]propanal;tert-butyl (1S)-1-methyl-2-oxoethylcarbamate;EN300-156991;tert-butyl[(1S)-1-methyl-2-oxoethyl]carbamate;(S)-2-(tert-Butoxycarbonylamino)-propionaldehyde;tert-butyl [(1S)-1-methyl-2-oxoethyl]carbamate;tert.butyl ((S)-1-methyl-2-oxoethyl)-carbamate;A847620;Z1198151194;((S)-1-Methyl-2-oxo-ethyl)-carbamic acid tert-butyl ester;Boc-L-alanine Merrifield resin Mesh Size 100-200 Substitution 0.8 meq/g 1% DVB

Chemical Property of Boc-L-alaninal

Chemical Property:

• Vapor Pressure: 0.0241mmHg at 25°C
• Melting Point: 76-77 °C
• Refractive Index: 1.435
• Boiling Point: 248.5 °C at 760 mmHg
• PKA: 11.43±0.46(Predicted)
• Flash Point: 104.1 °C
• PSA: 55.40000
• Density: 1.015 g/cm³
• LogP: 1.48940
• Storage Temp.: −20°C
• Solubility.: soluble in Methanol
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 173.10519334
• Heavy Atom Count: 12
• Complexity: 172

Purity/Quality:

98% ^*data from raw suppliers

Boc-L-alanine aldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Boc-L-alaninal

There total 4 articles about Boc-L-alaninal 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-Boc-(S)-alanine-pivalic acid mixed anhydride (209113-02-0) → Boc-Ala-H (79069-50-4) + Trimethylacetic acid (75-98-9)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride; In tetrahydrofuran; at -70 ℃; for 0.166667h; Yield given;

DOI:10.1002/hlca.19940770220

Reference yield:

tert-butyl ((2S,3R,4R)-4-chloro-3-hydroxy-4-(phenylsulfonyl)butan-2-yl)carbamate → chloromethyl phenyl sulfone (7205-98-3) + tert-butyl ((2S,3R,4S)-4-chloro-3-hydroxy-4-(phenylsulfonyl)butan-2-yl)carbamate + Boc-Ala-H (79069-50-4)

Guidance literature:

With sodium hydride; Inert atmosphere;

DOI:10.1021/acs.joc.5b01013

Reference yield:

tert-butyl ((2S,3S,4S)-4-chloro-3-hydroxy-4-(phenylsulfonyl)butan-2-yl)carbamate → chloromethyl phenyl sulfone (7205-98-3) + tert-butyl ((2S,3S,4R)-4-chloro-3-hydroxy-4-(phenylsulfonyl)butan-2-yl)carbamate + Boc-Ala-H (79069-50-4)

Guidance literature:

With sodium hydride; Inert atmosphere;

DOI:10.1021/acs.joc.5b01013

upstream raw materials:

N-Boc-(S)-alanine-pivalic acid mixed anhydride

(S)-2-t-butoxycarbonylaminopropan-1-ol

Downstream raw materials:

(-)-tert-butyl [(1S)-1-methylprop-2-en-1-yl]carbamate

((S)-3,3-Dibromo-1-methyl-allyl)-carbamic acid tert-butyl ester

((E)-(S)-3-Benzylsulfamoyl-1-methyl-allyl)-carbamic acid tert-butyl ester

[(E)-(S)-3-((E)-(S)-3-Benzylsulfamoyl-1-isopropyl-allylsulfamoyl)-1-methyl-allyl]-carbamic acid tert-butyl ester

Refernces

• 1、 Latorre, Antonio,Rodríguez, Santiago,González, Florenci V.,Florea, Bogdan I.,Overkleeft, Herman S.. "Synthetic Studies on the Preparation of Alanyl Epoxysulfones as Cathepsin Cysteine Protease Electrophilic Traps". . p. 7752 - 7756. Retrieved 2015/08/18.
• 2、 Zlatoidsky. "An easy and fast conversion of N2-[(tert-butoxy)carbonyl]-L-amino acids to corresponding amino-aldehydes". . p. 575 - 578. Retrieved 2007/10/02.