5-(Fmoc-amino)-1-pentanol

Base Information

• Chemical Name: 5-(Fmoc-amino)-1-pentanol
• CAS No.: 209115-33-3
• Molecular Formula: C20H23 N O3
• Molecular Weight: 325.408
• Hs Code.: 2921490090
• DSSTox Substance ID: DTXSID90371397
• Wikidata: Q82158716
• Mol file: 209115-33-3.mol

Synonyms:209115-33-3;5-(Fmoc-amino)-1-pentanol;9H-fluoren-9-ylmethyl N-(5-hydroxypentyl)carbamate;N-(9-Fluorenylmethoxycarbonyl)-5-aminopentan-1-ol;(9H-Fluoren-9-yl)methyl (5-hydroxypentyl)carbamate;Fmoc-Ava-ol;5-Fmoc-Ava-ol;Fmoc-Ape(5)-ol;ST51037590;SCHEMBL6889085;AMY4561;DTXSID90371397;YNOWFUNORLDFTH-UHFFFAOYSA-N;Carbamic acid, (5-hydroxypentyl)-, 9H-fluoren-9-ylmethyl ester;MFCD00377789;ZB0993;AKOS024386388;s11557;CS-0103713;9-Fluorenylmethyl N-(5-hydroxy-pentyl)carbamate;EN300-6487760;(9H-fluoren-9-yl)methyl 5-hydroxypentylcarbamate;5-(Fmoc-amino)-1-pentanol, >=98.0% (HPLC);A929193;J-013712;(9H-fluoren-9-yl)methyl N-(5-hydroxypentyl)carbamate;Carbamic acid, N-(5-hydroxypentyl)-, 9H-fluoren-9-ylmethyl ester

Chemical Property of 5-(Fmoc-amino)-1-pentanol

Chemical Property:

• Melting Point: 103-108 °C (dec.)
• Boiling Point: 530.3±33.0 °C(Predicted)
• PKA: 12.26±0.46(Predicted)
• PSA: 62.05000
• Density: 1.169±0.06 g/cm3(Predicted)
• LogP: 3.89210
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 325.16779360
• Heavy Atom Count: 24
• Complexity: 378

Purity/Quality:

97% ^*data from raw suppliers

5-(Fmoc-amino)-1-pentanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCCCCO

Technology Process of 5-(Fmoc-amino)-1-pentanol

There total 2 articles about 5-(Fmoc-amino)-1-pentanol 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: 95.0%

5-hydroxypentylamine (2508-29-4) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → 5-amino-N-[(9H-fluoren-9-yl)methoxycarbonyl]pentan-1-ol (209115-33-3)

Guidance literature:

With water; sodium carbonate; In acetone; for 6h; Ambient temperature;

DOI:10.1055/s-1998-2073

Reference yield:

5-hydroxypentylamine (2508-29-4) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → 5-amino-N-[(9H-fluoren-9-yl)methoxycarbonyl]pentan-1-ol (209115-33-3)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane;

DOI:10.1016/S0040-4020(01)00789-X

Reference yield: 65.0%

4,4'-dimethoxytrityl chloride (40615-36-9) + 5-amino-N-[(9H-fluoren-9-yl)methoxycarbonyl]pentan-1-ol (209115-33-3) → 5-amino-O-(4,4'-dimethoxytrityl)pentan-1-ol (129185-29-1)

Guidance literature:

4,4'-dimethoxytrityl chloride; 5-amino-N-[(9H-fluoren-9-yl)methoxycarbonyl]pentan-1-ol; In pyridine; at 20 ℃; for 6h;

With morpholine; at 20 ℃;

DOI:10.1002/1522-2675(200209)85:9<2754::AID-HLCA2754>3.0.CO;2-N

upstream raw materials:

5-hydroxypentylamine

(fluorenylmethoxy)carbonyl chloride

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

Downstream raw materials:

5-amino-O-(4,4'-dimethoxytrityl)pentan-1-ol

2-benzyl-3-oxo-(2-oxo-2-phenylethoxy)propyl{1-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-piperidinyl}phosphinic acid

2-benzyl-3-[{1-[(9H-fluoren-9-ylmethoxy)carbonyl]-2-piperidinyl}(hydroxy)phosphoryl]propanoic acid

C₄₉H₅₆N₄O₁₈

Refernces

• 1、 Park, Heemin,Kwon, Yongseok,Shin, Jae Eui,Kim, Woo-Jung,Hwang, Soonho,Lee, Seokwoo,Kim, Sanghee. "Orthoester in Cyclodehydration of Carbamate-Protected Amino Alcohols under Acidic Conditions". supporting information. p. 2761 - 2767. Retrieved 2017/06/13.
• 2、 Nasopoulou, Magdalini,Georgiadis, Dimitris,Matziari, Magdalini,Dive, Vincent,Yiotakis, Athanasios. "A versatile annulation protocol toward novel constrained phosphinic peptidomimetics". . p. 7222 - 7228. Retrieved 2008/02/12.