Boc-aza-L-leucine

Base Information

• Chemical Name: Boc-aza-L-leucine
• CAS No.: 94778-71-9
• Molecular Formula: C10H20 N2 O4
• Molecular Weight: 232.28
• Hs Code.: 2924199090
• European Community (EC) Number: 818-027-9
• DSSTox Substance ID: DTXSID40592156
• Mol file: 94778-71-9.mol

Synonyms:BOC-AZA-L-LEUCINE;94778-71-9;(2S)-2-{[(tert-butoxy)carbonyl]amino}-3-(dimethylamino)propanoic acid;N-Boc-3-dimethylamino-L-alanine;(2S)-3-(dimethylamino)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(S)-2-((Tert-butoxycarbonyl)amino)-3-(dimethylamino)propanoic acid;N-(tert-butoxycarbonyl)-3-(dimethylamino)-L-alanine;(2S)-2-[(tert-butoxycarbonyl)amino]-3-(dimethylamino)propanoic acid;Boc-beta-N,N-Dimethylamino-L-Ala;Boc-aza-L-leucine, AldrichCPR;SCHEMBL2193647;DTXSID40592156;VCDQZVYJKDSORW-ZETCQYMHSA-N;(S)-2-tert-butoxycarbonylamino-3-dimethylamino-propionic acid;Boc-|?-N,N-dimethylamino-L-Ala;L-Alanine,3-(dimethylamino)-N-[(1,1-dimethylethoxy)carbonyl]-;3-(Dimethylamino)-N-Boc-L-alanine;MFCD02682423;AKOS030240938;AS-56924;C77617;EN300-332926;A936011;Z1505711975;(S)-2-(tert-butoxycarbonylamino)-3-(dimethylamino)propanoic acid;N-alpha-Boc-(S)-2-amino-3-(dimethylamino)propionic acid (Boc-Dap(Me2)-OH)

Chemical Property of Boc-aza-L-leucine

Chemical Property:

• PSA: 78.87000
• LogP: 0.91680
• XLogP3: -1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 232.14230712
• Heavy Atom Count: 16
• Complexity: 258

Purity/Quality:

98%min ^*data from raw suppliers

N-(tert-Butoxycarbonyl)-3-(dimethylamino)-L-alanine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CN(C)C)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CN(C)C)C(=O)O
• Uses: N-Boc-3-dimethylamino-L-alanine is used as an organic chemical synthesis intermediate.

Technology Process of Boc-aza-L-leucine

There total 1 articles about Boc-aza-L-leucine 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: 84.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (S)-3-amino-2-tert-butoxycarbonylaminopropionic acid (76387-70-7) → N-(tert-butoxycarbonyl)-3-(dimethylamino)-L-alanine (94778-71-9,110755-32-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water;

DOI:10.1016/j.bmcl.2003.09.084

Reference yield: 23.0%

N-(tert-butoxycarbonyl)-3-(dimethylamino)-L-alanine (94778-71-9,110755-32-3) + H2N-D-Pro-Aib-L-Phe-OMe → Boc-Dmaa-D-Pro-Aib-Phe-OMe (1422694-98-1)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ja400082x

Reference yield:

(4aS,8aR)-4-(3,4-dimethoxyphenyl)-2-(piperidin-4-yl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one hydrochloride + N-(tert-butoxycarbonyl)-3-(dimethylamino)-L-alanine (94778-71-9,110755-32-3) → tert-butyl [(2S)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexa-hydrophthalazin-2(1H)-yl]piperidin-1-yl}-3-(dimethylamino)-1-oxopropan-2-yl]carbamate (1416469-87-8)

Guidance literature:

N-(tert-butoxycarbonyl)-3-(dimethylamino)-L-alanine; With 4-methyl-morpholine; benzotriazol-1-ol; diisopropyl-carbodiimide; In dichloromethane; at 0 ℃; for 0.0833333h;

(4aS,8aR)-4-(3,4-dimethoxyphenyl)-2-(piperidin-4-yl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one hydrochloride; In dichloromethane; at 20 ℃; for 1h;

upstream raw materials:

formaldehyd

(S)-3-amino-2-tert-butoxycarbonylaminopropionic acid

Downstream raw materials:

4-[5-(cyclopropylmethoxy)-1,3-benzodioxol-4-yl]-N-[(2S)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexahydrophthalazin-2(1H)-yl]piperidin-1-yl}-3-(dimethylamino)-1-oxopropan-2-yl]-5H-pyrrolo[3,2-d]pyrimidine-7-carboxamide

tert-butyl [(2S)-1-{4-[(4aS,8aR)-4-(3,4-dimethoxyphenyl)-1-oxo-4a,5,6,7,8,8a-hexa-hydrophthalazin-2(1H)-yl]piperidin-1-yl}-3-(dimethylamino)-1-oxopropan-2-yl]carbamate

Boc-Dmaa-D-Pro-Aib-Phe-OMe

(4aS,8aR)-2-{1-[(2S)-2-amino-3-(dimethylamino)propanoyl]piperidin-4-yl}-4-(3,4-dimethoxyphenyl)-4a,5,6,7,8,8a-hexahydrophthalazin-1(2H)-one trifluoroacetate

Refernces

• 1、 Lamar, Jason,Hu, Jingdan,Bueno, Ana Belen,Yang, Hsiu-Chiung,Guo, Deqi,Copp, James D,McGee, James,Gitter, Bruce,Timm, David,May, Patrick,McCarthy, James,Chen, Shu-Hui. "Phe*-Ala-based pentapeptide mimetics are BACE inhibitors: P2 and P3 SAR.". . p. 239 - 243. Retrieved 2007/10/03.