FMOC-(S)-3-AMINO-5-HEXYNOIC ACID

Base Information

• Chemical Name: FMOC-(S)-3-AMINO-5-HEXYNOIC ACID
• CAS No.: 270596-48-0
• Molecular Formula: C21H19NO4
• Molecular Weight: 349.38000
• Mol file: 270596-48-0.mol

Synonyms:FMOC-(S)-3-AMINO-5-HEXYNOIC ACID;

Chemical Property of FMOC-(S)-3-AMINO-5-HEXYNOIC ACID

Chemical Property:

• Vapor Pressure: 7.74E-15mmHg at 25°C
• Boiling Point: 591.5oC at 760 mmHg
• Flash Point: 311.5oC
• PSA: 75.63000
• Density: 1.265g/cm3
• LogP: 3.78260

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-L-beta-homopropargylglycine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of FMOC-(S)-3-AMINO-5-HEXYNOIC ACID

There total 4 articles about FMOC-(S)-3-AMINO-5-HEXYNOIC ACID 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: 60.0%

(S)-(9H-fluoren-9-yl)methyl (1-diazo-2-oxohex-5-yn-3-yl)carbamate (1417532-33-2) → (S)-3-{[((9H-fluoren-9-yl)methoxy)carbonyl]amino}hex-5-ynoic acid (1217669-02-7,270596-48-0)

Guidance literature:

With silver trifluoroacetate; In tetrahydrofuran; water; at 20 ℃; for 8h; Inert atmosphere; Darkness; Sonication;

DOI:10.1055/s-0032-1317445 DOI:10.1055/s-0032-1317445

Reference yield:

(2S)-2-amino-4-pentynoic acid (23235-01-0) → (S)-3-{[((9H-fluoren-9-yl)methoxy)carbonyl]amino}hex-5-ynoic acid (1217669-02-7,270596-48-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / water; 1,4-dioxane / 0.5 h / 0 °C / Inert atmosphere

2.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / -20 °C / Inert atmosphere

2.2: 1.5 h / -20 - 0 °C / Inert atmosphere

3.1: silver trifluoroacetate / water; tetrahydrofuran / 8 h / 20 °C / Inert atmosphere; Darkness; Sonication

With 4-methyl-morpholine; silver trifluoroacetate; potassium carbonate; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; water; 3.1: |Arndt-Eistert Homologation;

DOI:10.1055/s-0032-1317445 DOI:10.1055/s-0032-1317445

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → (S)-3-{[((9H-fluoren-9-yl)methoxy)carbonyl]amino}hex-5-ynoic acid (1217669-02-7,270596-48-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / water; 1,4-dioxane / 0.5 h / 0 °C / Inert atmosphere

2.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 0.5 h / -20 °C / Inert atmosphere

2.2: 1.5 h / -20 - 0 °C / Inert atmosphere

3.1: silver trifluoroacetate / water; tetrahydrofuran / 8 h / 20 °C / Inert atmosphere; Darkness; Sonication

With 4-methyl-morpholine; silver trifluoroacetate; potassium carbonate; isobutyl chloroformate; In tetrahydrofuran; 1,4-dioxane; water; 3.1: |Arndt-Eistert Homologation;

DOI:10.1055/s-0032-1317445 DOI:10.1055/s-0032-1317445

upstream raw materials:

(S)-(9H-fluoren-9-yl)methyl (1-diazo-2-oxohex-5-yn-3-yl)carbamate

(2S)-2-amino-4-pentynoic acid

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

Fmoc-L-propargyl-Gly-OH

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