BOC-ALA-ALA-OME

Base Information

• Chemical Name: BOC-ALA-ALA-OME
• CAS No.: 19794-10-6
• Molecular Formula: C₁₂H₂₂N₂O₅
• Molecular Weight: 274.317
• Hs Code.: 2924199090
• Mol file: 19794-10-6.mol

Synonyms:Alanine,N-(N-carboxy-L-alanyl)-, N-tert-butyl methyl ester, L- (8CI); L-Alanine,N-[N-[(1,1-dimethylethoxy)carbonyl]-L-alanyl]-, methyl ester

Chemical Property of BOC-ALA-ALA-OME

Chemical Property:

• Melting Point: 110-111℃
• PSA: 93.73000
• Density: 1.101
• LogP: 1.35910

Purity/Quality:

98%Min ^*data from raw suppliers

BOC-ALA-ALA-OME 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BOC-ALA-ALA-OME

There total 22 articles about BOC-ALA-ALA-OME 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%

L-N-Boc-Ala (15761-38-3) + L-alanine methyl ester hydrochloride (2491-20-5) → (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate (19794-10-6,51513-86-1,59602-19-6,71257-75-5,71257-76-6)

Guidance literature:

L-N-Boc-Ala; With 4-methyl-morpholine; 4‐(4,6‐dimethoxy‐1,3,5‐triazin‐2‐yl)‐4‐methylmorpholinium toluene‐4‐sulfonate; In dichloromethane; at 0 ℃; for 1h;

L-alanine methyl ester hydrochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1007/s10637-019-00838-9

Reference yield: 92.0%

L-Alanine methyl ester (10065-72-2) + L-N-Boc-Ala (15761-38-3) → (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate (19794-10-6,51513-86-1,59602-19-6,71257-75-5,71257-76-6)

Guidance literature:

With benzotriazol-1-ol; N-[3-(N,N-dimethylamino)-propyl]-N'-ethyl-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1039/d1ob02461b

Reference yield: 90.0%

N-tert.butyloxycarbonyl-alanine pentafluorophenyl ester (50903-48-5) + (S)-methyl 2-(((allyloxy)carbonyl)amino)propanoate (128369-70-0) → (S)-methyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate (19794-10-6,51513-86-1,59602-19-6,71257-75-5,71257-76-6)

Guidance literature:

With tri-n-butyl-tin hydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In dichloromethane; for 0.0833333h;

DOI:10.1016/0040-4039(91)80241-W

upstream raw materials:

L-Alanine methyl ester

L-N-Boc-Ala

L-alanine methyl ester hydrochloride

(S)-methyl 2-(((allyloxy)carbonyl)amino)propanoate

Downstream raw materials:

N-tert-butoxycarbonyl-L-alanyl-L-alanine

(S)-perfluorophenyl 2-((S)-2-((tert-butoxycarbonyl)amino)propanamido)propanoate

Boc-Tyr-Ala-Ala-OMe

Boc-Tyr-Ala-Ala-OH

Refernces

• 1、 Madhu, Chilakapati,Roy, Bappaditya,Makam, Pandeeswar,Govindaraju, Thimmaiah. "Bicomponent β-sheet assembly of dipeptide fluorophores of opposite polarity and sensitive detection of nitro-explosives". . p. 2280 - 2283. Retrieved 2018.
• 2、 Hutton, Craig A.,Taresh, Ameer B.. "Backbone thioamide directed macrocyclisation: Lactam stapling of peptides". supporting information. p. 1488 - 1492. Retrieved 2022/03/01.
• 3、 -. "ANTI-HUMAN VISTA ANTIBODIES AND USE THEREOF". Paragraph 442; 564. . Retrieved 2021/10/30.