(R)-4-Amino-2-(((benzyloxy)carbonyl)amino)butanoic acid

Base Information

• Chemical Name: (R)-4-Amino-2-(((benzyloxy)carbonyl)amino)butanoic acid
• CAS No.: 70882-66-5
• Molecular Formula: C12H16 N2 O4
• Molecular Weight: 252.27
• DSSTox Substance ID: DTXSID80427170
• Mol file: 70882-66-5.mol

Synonyms:70882-66-5;Cbz-D-2,4-Diaminobutyric acid;Z-D-DAB-OH;(R)-4-Amino-2-(((benzyloxy)carbonyl)amino)butanoic acid;N-alpha-Cbz-D-2-4-diaminobutanoic acid;(2R)-4-azaniumyl-2-(phenylmethoxycarbonylamino)butanoate;BUTANOIC ACID, 4-AMINO-2-[[(PHENYLMETHOXY)CARBONYL]AMINO]-, (2R)-;(2R)-4-amino-2-(phenylmethoxycarbonylamino)butanoic acid;MFCD00237344;SCHEMBL14561115;DTXSID80427170;FD1085;AKOS016842448;CS-W006992;AC-23760;DS-13330;(R)-4-Amino-2-(((benzyloxy)carbonyl)amino)butanoicacid;N-ALPHA-BENZYLOXYCARBONYL-D-2,4-DIAMINOBUTYRIC ACID;N-alpha-BenZyloxycarbonyl-D-2,4-diaminobutyric acid (CbZ-D-Dab-OH)

Chemical Property of (R)-4-Amino-2-(((benzyloxy)carbonyl)amino)butanoic acid

Chemical Property:

• PSA: 105.14000
• LogP: 1.61950
• Storage Temp.: Store at RT.
• XLogP3: -1.8
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 252.11100700
• Heavy Atom Count: 18
• Complexity: 277

Purity/Quality:

99% ^*data from raw suppliers

N-α-Z-D-2,4-DiaminobutyricAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC(=O)NC(CCN)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)COC(=O)N[C@H](CCN)C(=O)O

Technology Process of (R)-4-Amino-2-(((benzyloxy)carbonyl)amino)butanoic acid

There total 1 articles about (R)-4-Amino-2-(((benzyloxy)carbonyl)amino)butanoic 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:

2-benzyloxycarbonylamino-4-tert-butoxycarbonylamino-butyric acid (214852-60-5) → Nα-benzyloxycarbonyl-D-2,4-diaminobutyric acid (70882-66-5)

Guidance literature:

With trifluoroacetic acid;

Reference yield: 100.0%

di-tert-butyl dicarbonate (24424-99-5) + Nα-benzyloxycarbonyl-D-2,4-diaminobutyric acid (70882-66-5) → 2-benzyloxycarbonylamino-4-tert-butoxycarbonylamino-butyric acid (214852-60-5)

Guidance literature:

With potassium carbonate; In 1,4-dioxane;

DOI:10.1016/S0960-894X(99)00628-9

Reference yield: 94.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + Nα-benzyloxycarbonyl-D-2,4-diaminobutyric acid (70882-66-5) → Nα-benzyloxycarbonyl-Nγ-9-fluorenylmethoxycarbonyl-D-2,4-diaminobutyric acid (369611-58-5)

Guidance literature:

With sodium carbonate; In water; acetone; at 20 ℃; for 18h; pH=9 - 10;

DOI:10.1016/S0014-2999(02)02651-1

upstream raw materials:

2-benzyloxycarbonylamino-4-tert-butoxycarbonylamino-butyric acid

Downstream raw materials:

2-benzyloxycarbonylamino-4-tert-butoxycarbonylamino-butyric acid

N^α-benzyloxycarbonyl-N^γ-9-fluorenylmethoxycarbonyl-D-2,4-diaminobutyric acid

(2-benzyloxycarbonylamino-4-tert-butoxycarbonylamino-butyrylamino)-acetic acid

(2-benzyloxycarbonylamino-4-tert-butoxycarbonylamino-butyrylamino)-acetic acid ethyl ester