FMOC-(S)-ALPHA-METHYLVALINE

Base Information

• Chemical Name: FMOC-(S)-ALPHA-METHYLVALINE
• CAS No.: 169566-81-8
• Molecular Formula: C21H23 N O4
• Molecular Weight: 353.418
• Hs Code.: 2924299090
• Mol file: 169566-81-8.mol

Synonyms:L-Isovaline,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-methyl- (9CI)

Chemical Property of FMOC-(S)-ALPHA-METHYLVALINE

Chemical Property:

• Vapor Pressure: 4.12E-13mmHg at 25°C
• Refractive Index: 1.583
• Boiling Point: 554.1°Cat760mmHg
• PKA: 4.02±0.16(Predicted)
• Flash Point: 288.9°C
• PSA: 79.12000
• Density: 1.209g/cm³
• LogP: 4.22880
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2,3-dimethylbutanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Statements: 22-38-40-48/20/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-(S)-ALPHA-METHYLVALINE

There total 1 articles about FMOC-(S)-ALPHA-METHYLVALINE 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: 88.0%

(S)-α-Methylvaline (4378-19-2,26287-62-7,53940-82-2,53940-83-3) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → (S)-N2-<(9H-fluoren-9-yl)methoxycarbonyl>-2-methylvaline (169566-81-8)

Guidance literature:

(S)-α-Methylvaline; With chloro-trimethyl-silane; In dichloromethane; for 3h; Inert atmosphere; Reflux;

(fluorenylmethoxy)carbonyl chloride; With N-ethyl-N,N-diisopropylamine; at 0 ℃;

DOI:10.1007/s00726-011-1065-1

Reference yield: 82.0%

methyl (S)-2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((S)-2-amino-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoate (669074-47-9) + (S)-N2-<(9H-fluoren-9-yl)methoxycarbonyl>-2-methylvaline (169566-81-8) → 3-methyl-L-isovalyl-N-{(1S,2R)-4-{(2S)-2-[(1R,2R)-3-{[(1S)-1-benzyl-2-methoxy-2-oxoethyl]amino}-1-methoxy-2-methyl-3-oxopropyl]pyrrolidin-1-yl}-2-methoxy-1-[(1S)-1-methylpropyl]-4-oxobutyl}-N-methyl-L-valinamide

Guidance literature:

methyl (S)-2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((S)-2-amino-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoate; (S)-N²-<(9H-fluoren-9-yl)methoxycarbonyl>-2-methylvaline; With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 12h;

With diethylamine; In tetrahydrofuran; for 12h;

upstream raw materials:

(S)-α-Methylvaline

(fluorenylmethoxy)carbonyl chloride

Refernces

• 1、 Obrecht,Bohdal,Broger,Bur,Lehmann,Ruffieux,Schonholzer,Spiegler,Muller. "L-phenylalanine cyclohexylamide: A simple and convenient auxiliary for the synthesis of optically pure α,α-disubstituted (R)- and (S)-amino acids". . p. 563 - 580. Retrieved 2007/10/02.