Fmoc-D-Dap(Boc)-OH

Base Information

• Chemical Name: Fmoc-D-Dap(Boc)-OH
• CAS No.: 198544-42-2
• Molecular Formula: C23H26N2O6
• Molecular Weight: 426.46
• Hs Code.: 29163990
• European Community (EC) Number: 692-902-1
• DSSTox Substance ID: DTXSID80941689
• Nikkaji Number: J1.446.557J
• Wikidata: Q72478130
• Mol file: 198544-42-2.mol

Synonyms:Fmoc-D-Dap(Boc)-OH;198544-42-2;(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-((tert-butoxycarbonyl)amino)propanoic acid;3-(Boc-amino)-N-Fmoc-D-alanine;(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;(2R)-3-[(tert-butoxycarbonyl)amino]-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}propanoic acid;MFCD00798648;PKAUMAVONPSDRW-LJQANCHMSA-N;Fmoc-(N-beta-Boc)-D-alpha,beta-diaminopropionicacid;Fmoc-D-Dpr(Boc)-OH;Fmoc-D-Dapa(Boc)-OH;Fmoc-Dap(Boc)-OH hydrate;DTXSID80941689;fmoc-D-dap(boc)-oh, AldrichCPR;AMY22579;AKOS015892813;AC-8674;AC-23756;AS-10023;fmoc-n3-boc- l-2,3-diaminopropionic acid;CS-0066214;Fmoc-(N- -Boc)-D- , -diaminopropionic acid;Fmoc-N-beta-Boc-D-2,3-diaminopropionic acid;C73770;N-a-Fmoc-N-?-Boc-D-2,3-diaminopropionicacid;EN300-7374614;A850895;Fmoc-(N-beta-Boc)-D-alpha,beta-diaminopropionic acid;N(alpha)-fmoc-N(beta)-boc-L-2,3-diamino-propionic acid;(R)-3-(Boc-aMino)-2-(FMoc-aMino)propionic acid;(R)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(tert-butoxycarbonylamino)propanoic acid;3-[(tert-butoxycarbonyl)amino]-N-[(9H-fluoren-9-ylmethoxy)carbonyl]-D-alanine;(2R)-3-{[(tert-butoxy)carbonyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)propanoic acid;(R)-2-(((9H-Fluorene-9-yl)methoxy)carbonylamino)-3-(tert-butoxycarbonylamino)propanoic acid;3-{[tert-Butoxy(hydroxy)methylidene]amino}-N-{[(9H-fluoren-9-yl)methoxy](hydroxy)methylidene}alanine;N-alpha-(9-Fluorenylmethyloxycarbonyl)-N-beta-tert-butyloxycarbonyl-D-2,3-diaminoproponic acid

Chemical Property of Fmoc-D-Dap(Boc)-OH

Chemical Property:

• Boiling Point: 652.527 °C at 760 mmHg
• PKA: 3.58±0.10(Predicted)
• Flash Point: 348.436 °C
• PSA: 113.96000
• Density: 1.263 g/cm³
• LogP: 4.28480
• Storage Temp.: 2-8°C
• Water Solubility.: Insoluble in water.
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 426.17908655
• Heavy Atom Count: 31
• Complexity: 639

Purity/Quality:

99.3% ^*data from raw suppliers

N-alpha-Fmoc-Nbeta-Boc-D-2,3-diaminopropionic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CC(C)(C)OC(=O)NC[C@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: Fmoc-d-dap(boc)-oh, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.

Technology Process of Fmoc-D-Dap(Boc)-OH

There total 1 articles about Fmoc-D-Dap(Boc)-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:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (R)-2-amino-3-((tert-butoxycarbonyl)amino)propanoic acid (259825-43-9) → Nα-(9-fluorenylmethyloxycarbonyl)-Nβ-tert-butyloxycarbonyl-D-2,3-diaminopropionic acid (198544-42-2)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water;

DOI:10.1016/S0040-4020(00)00123-X

Reference yield: 75.0%

benzyl bromide (100-39-0) + Nα-(9-fluorenylmethyloxycarbonyl)-Nβ-tert-butyloxycarbonyl-D-2,3-diaminopropionic acid (198544-42-2) → Nα-(9-fluorenylmethoxycarbonyl)-Nβ-benzyl-N'β-t-butoxycarbonyl-L-2,3-diaminopropionic acid

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 24h; Molecular sieve;

DOI:10.1007/s00726-010-0798-6

Reference yield: 39.0%

m-trifluoromethoxyaniline (1535-73-5) + Nα-(9-fluorenylmethyloxycarbonyl)-Nβ-tert-butyloxycarbonyl-D-2,3-diaminopropionic acid (198544-42-2) → 9H-fluoren-9-ylmethyl N-[(1R)-1-[(tert-butoxycarbonylamino)methyl]-2-oxo-2-[3-(trifluoromethoxy)anilino]ethyl]carbamate

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/acs.jmedchem.0c01215

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(R)-2-amino-3-((tert-butoxycarbonyl)amino)propanoic acid

Downstream raw materials:

C₉₁H₁₄₀N₁₂O₁₇S

C₄₁H₄₄BrIN₆O₈

C₄₂H₄₅BrF₂IN₆O₁₁P

N-(9-fluorenylmethoxylcarbonyl)-α,β-diaminopropionic acid hydrochloride

Refernces