Fmoc-D-homophenylalanine

Base Information

• Chemical Name: Fmoc-D-homophenylalanine
• CAS No.: 135944-09-1
• Molecular Formula: C25H23NO4
• Molecular Weight: 401.462
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID30427842
• Nikkaji Number: J1.878.023B
• Wikidata: Q72478476
• Mol file: 135944-09-1.mol

Synonyms:Fmoc-D-Homophe-OH;135944-09-1;Fmoc-D-homophenylalanine;FMOC-D-HOPHE-OH;(R)-2-((((9H-FLUOREN-9-YL)METHOXY)CARBONYL)AMINO)-4-PHENYLBUTANOIC ACID;FMOC-D-HOMOPHENYL-ALA;135994-09-1;(2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenylbutanoic acid;FMOC-D-HPHE-OH;(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-phenylbutanoic acid;MFCD00151917;Fmoc-DL--Me-Phe-OH;SCHEMBL800091;DTXSID30427842;CIHPCIUGLIZADU-HSZRJFAPSA-N;AKOS015912368;Benzenebutanoic acid, a-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-,(aR)-;AC-9970;CS-W002436;DS-1154;HY-W002436;(R)-2-(Fmoc-amino)-4-phenylbutyric acid;Fmoc-D-Homophe-OH, >=98.0% (HPLC);Fmoc-D-homophenylalanine (Fmoc-D-hPhe-OH);AM20050372;EN300-317076;A886911;J-300429;Z1741978682;(2R)-2-(9H-Fluorene-9-ylmethoxycarbonylamino)-4-phenylbutyric acid;(R)-alpha-[N-(9-Fluorenylmethoxycarbonyl)amino]-benzenebutanoic acid;(R)-2-(((9H-FLUOREN-9-YL)METHOXY)CARBONYLAMINO)-4-PHENYLBUTANOIC ACID

Chemical Property of Fmoc-D-homophenylalanine

Chemical Property:

• Boiling Point: 628.284 °C at 760 mmHg
• PKA: 3.84±0.10(Predicted)
• Flash Point: 333.774 °C
• PSA: 75.63000
• Density: 1.255 g/cm³
• LogP: 5.00200
• Storage Temp.: 2-8°C
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 401.16270821
• Heavy Atom Count: 30
• Complexity: 566

Purity/Quality:

98%,99%, ^*data from raw suppliers

Fmoc-D-homophenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: C1=CC=C(C=C1)CC[C@H](C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-D-homophenylalanine

There total 1 articles about Fmoc-D-homophenylalanine 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: 71.7%

D-homophenylalanine (82795-51-5) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (R)-2-(9-fluorenylmethyloxycarbonylamino)-4-phenylbutanoic acid (135944-09-1,186320-01-4)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 20 ℃;

DOI:10.1111/cbdd.12168

Reference yield: 92.0%

C61H58F17N7O6 + (R)-2-(9-fluorenylmethyloxycarbonylamino)-4-phenylbutanoic acid (135944-09-1,186320-01-4) → C86H79F17N8O9

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/co2002153

Reference yield: 87.0%

Fmoc-Val-OH (68858-20-8) + C41H73NO11Si2 (1380168-25-1) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + C20H19NO4 (231627-51-3) + C42H77NO13Si2 + N-Fmoc L-Phe (35661-40-6) + N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine (73724-45-5) + (R)-2-(9-fluorenylmethyloxycarbonylamino)-4-phenylbutanoic acid (135944-09-1,186320-01-4) → C53H67N7O12

Guidance literature:

Fmoc-Val-OH; C₄₁H₇₃NO₁₁Si₂; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; C₂₀H₁₉NO₄; C₄₂H₇₇NO₁₃Si₂; N-Fmoc L-Phe; N-(9H-fluoren-9-ylmethoxycarbonyl)-L-serine; (R)-2-(9-fluorenylmethyloxycarbonylamino)-4-phenylbutanoic acid; With N-ethyl-N,N-diisopropylamine; In dichloromethane;

With piperidine; In N,N-dimethyl-formamide; at 20 ℃;

With 2,2,2-trifluoroethanol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; acetic acid; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;

upstream raw materials:

D-homophenylalanine

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

Refernces