N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline

Base Information

• Chemical Name: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline
• CAS No.: 857478-30-9
• Molecular Formula: C20H21NO4
• Molecular Weight: 339.391
• Mol file: 857478-30-9.mol

Synonyms:N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline;FMoc-(S)-2-aMino-2-Methylbutanoic acid;N-FMoc--L-isovaline;FMoc-α-Me-Gly(Ethyl)-OH;Fmoc--L-isovaline;Fmoc-alpha-Et-D-Ala-OH;Fmoc-IsoVal-OH

Chemical Property of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 551.816°C at 760 mmHg
• PKA: 4.00±0.11(Predicted)
• Flash Point: 287.528°C
• PSA: 75.63000
• Density: 1.232
• LogP: 4.16930
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C

Purity/Quality:

≥98%,≥99%, ^*data from raw suppliers

(S)-N-Fmoc-α-Ethylalanine, 98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: O,T+
• Statements: 8-26/27-35
• Safety Statements: 26-28-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development processes and chemical production processes.

Technology Process of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline

There total 1 articles about N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline 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: 79.0%

L-isovaline (595-40-4,465-58-7) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isovaline (857478-30-9)

Guidance literature:

With sodium carbonate; In water; acetone;

DOI:10.1002/anie.200501995

Reference yield: 90.0%

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isovaline (857478-30-9) + L-Phenylalanine benzyl ester (962-39-0) → (S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid benzyl ester (857478-33-2)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 24h;

DOI:10.1021/ol050991r

Reference yield: 35.0%

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isovaline (857478-30-9) + 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) → 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:

N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-isovaline; 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; With N-ethyl-N,N-diisopropylamine; HATU; In dichloromethane; at 20 ℃; for 12h;

With diethylamine; In tetrahydrofuran; for 12h;

upstream raw materials:

L-isovaline

(fluorenylmethoxy)carbonyl chloride

Downstream raw materials:

(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid benzyl ester

(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionic acid

(2R,4S)-1-{(S)-2-[(S)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-2-methyl-butyrylamino]-3-phenyl-propionyl}-4-methyl-pyrrolidine-2-carboxylic acid benzyl ester

(2S,5S,8S,11S,13aR)-5-Benzyl-11-[(R)-7-(tert-butyl-diphenyl-silanyloxy)-6-oxo-octyl]-8-ethyl-2,8-dimethyl-decahydro-3a,6,9,12-tetraaza-cyclopentacyclododecene-4,7,10,13-tetraone

Refernces