fmoc-Valinol

Base Information

• Chemical Name: fmoc-Valinol
• CAS No.: 160885-98-3
• Molecular Formula: C20H23NO3
• Molecular Weight: 325.408
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID80350853
• Nikkaji Number: J2.987.543J
• Wikidata: Q72479102
• Mol file: 160885-98-3.mol

Synonyms:fmoc-Valinol;160885-98-3;Fmoc-L-Valinol;N-Fmoc-L-valinol;(S)-(9H-Fluoren-9-yl)methyl (1-hydroxy-3-methylbutan-2-yl)carbamate;9H-fluoren-9-ylmethyl N-[(2S)-1-hydroxy-3-methylbutan-2-yl]carbamate;Fmoc-Val-ol;Fmoc-Val-CH2OH;SCHEMBL6762639;DTXSID80350853;N-Fmoc-L-valinol, >=97.0%;MFCD00235961;AKOS015903905;Carbamic acid, N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]-, 9H-fluoren-9-ylmethyl ester;Fmoc-(S)-2-Amino-3-Methyl-1-Butanol;DS-16490;H10879;EN300-7176561;J-009762;(S)-(9H-fluoren-9-yl)methyl 1-hydroxy-3-methylbutan-2-ylcarbamate;(S)-2-(9H-Fluorene-9-ylmethoxycarbonylamino)-3-methyl-1-butanol;(9H-Fluoren-9-yl)methyl (S)-(1-hydroxy-3-methylbutan-2-yl)carbamate;(9H-fluoren-9-yl)methyl N-[(2S)-1-hydroxy-3-methylbutan-2-yl]carbamate;Carbamic acid,N-[(1S)-1-(hydroxymethyl)-2-methylpropyl]-,9H-fluoren-9-ylmethyl ester;(S)-2-(9-Fluorenylmethyloxycarbonyl)amino-3-methyl-1-butanol, N-alpha-(9-Fluorenylmethyloxycarbonyl)-L-valinol

Chemical Property of fmoc-Valinol

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 1.85E-11mmHg at 25°C
• Melting Point: 129-133 °C
• Refractive Index: 1.581
• Boiling Point: 515.7 °C at 760 mmHg
• PKA: 11.40±0.46(Predicted)
• Flash Point: 265.7 °C
• PSA: 58.56000
• Density: 1.166 g/cm³
• LogP: 3.93290
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 325.16779360
• Heavy Atom Count: 24
• Complexity: 403

Purity/Quality:

99% ^*data from raw suppliers

Fmoc-L-valinol ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(CO)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: CC(C)[C@@H](CO)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of fmoc-Valinol

There total 15 articles about fmoc-Valinol 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: 89.0%

(S)-(9H-fluoren-9-yl)methyl 1-azido-3-methyl-1-oxobutan-2-ylcarbamate (329308-98-7) → 2-[(S)-(fluoren-9-ylmethoxycarbonyl)amino]-3-methylbutan-1-ol (160885-98-3)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; water; cooling;

Reference yield: 88.0%

Fmoc-Val-OH (68858-20-8) → 2-[(S)-(fluoren-9-ylmethoxycarbonyl)amino]-3-methylbutan-1-ol (160885-98-3)

Guidance literature:

Fmoc-Val-OH; With 4-methyl-morpholine; In 1,2-dimethoxyethane; at -15 ℃; for 1h;

With sodium tetrahydroborate; In 1,2-dimethoxyethane; water; at -15 ℃; Further stages.;

DOI:10.1021/jo010656q

Reference yield: 86.0%

(S)-valinol (2026-48-4,473-75-6) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → 2-[(S)-(fluoren-9-ylmethoxycarbonyl)amino]-3-methylbutan-1-ol (160885-98-3)

Guidance literature:

In neat (no solvent); at 20 ℃; for 0.0333333h; chemoselective reaction; Sonication; Irradiation; Green chemistry;

DOI:10.5935/0103-5053.20150286

upstream raw materials:

(S)-valinol

(fluorenylmethoxy)carbonyl chloride

Fmoc-Val-O-COO-isoBu

Fmoc-Val-OH

Downstream raw materials:

N-α-(9-fluorenylmethyloxycarbonyl)-L-valinal

C₃₇H₄₂N₆O₇

C₃₄H₃₇N₅O₆

Refernces

• 1、 Saur, Julian S.,Wirtz, Sebastian N.,Schilling, Nadine A.,Krismer, Bernhard,Peschel, Andreas,Grond, Stephanie. "Distinct Lugdunins from a New Efficient Synthesis and Broad Exploitation of Its MRSA-Antimicrobial Structure". . p. 4034 - 4058. Retrieved 2021/05/04.
• 2、 Schilling, Nadine A.,Berscheid, Anne,Schumacher, Johannes,Saur, Julian S.,Konnerth, Martin C.,Wirtz, Sebastian N.,Beltrán-Bele?a, José M.,Zipperer, Alexander,Krismer, Bernhard,Peschel, Andreas,Kalbacher, Hubert,Br?tz-Oesterhelt, Heike,Steinem, Claudia,Grond, Stephanie. "Synthetic Lugdunin Analogues Reveal Essential Structural Motifs for Antimicrobial Action and Proton Translocation Capability". supporting information. p. 9234 - 9238. Retrieved 2019/07/16.