(S)-N^α-(Fluoren-9-ylmethoxycarbonyl)-γ-thioasparagine 4-methoxybenzyl ester

Base Information

• Chemical Name: (S)-N^α-(Fluoren-9-ylmethoxycarbonyl)-γ-thioasparagine 4-methoxybenzyl ester
• CAS No.: 313944-87-5
• Molecular Formula: C₂₇H₂₆N₂O₅S
• Molecular Weight: 490.58
• Mol file: 313944-87-5.mol

Synonyms:(S)-N^α-(Fluoren-9-ylmethoxycarbonyl)-γ-thioasparagine 4-methoxybenzyl ester

Chemical Property of (S)-N^α-(Fluoren-9-ylmethoxycarbonyl)-γ-thioasparagine 4-methoxybenzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-N^α-(Fluoren-9-ylmethoxycarbonyl)-γ-thioasparagine 4-methoxybenzyl ester

There total 3 articles about (S)-N^α-(Fluoren-9-ylmethoxycarbonyl)-γ-thioasparagine 4-methoxybenzyl ester 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)-Nα-(Fluoren-9-ylmethoxycarbonyl)asparagine 4-methoxybenzyl ester (313944-85-3) → (S)-Nα-(Fluoren-9-ylmethoxycarbonyl)-γ-thioasparagine 4-methoxybenzyl ester (313944-87-5)

Guidance literature:

With tetraphosphorus decasulfide; In tetrahydrofuran; at 40 ℃; for 1h; ultrasound irradiation;

DOI:10.1039/b004688o

Reference yield:

Fmoc-Asn-OH (71989-16-7) → (S)-Nα-(Fluoren-9-ylmethoxycarbonyl)-γ-thioasparagine 4-methoxybenzyl ester (313944-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaI; DIPEA / N,N-dimethyl-acetamide / 17 h / 20 °C

2: 88 percent / P₄S₁₀ / tetrahydrofuran / 1 h / 40 °C / ultrasound irradiation

With tetraphosphorus decasulfide; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; N,N-dimethyl acetamide; 1: Esterification / 2: Substitution;

DOI:10.1039/b004688o

Reference yield:

p-methoxybenzyl chloride (824-94-2) → (S)-Nα-(Fluoren-9-ylmethoxycarbonyl)-γ-thioasparagine 4-methoxybenzyl ester (313944-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / NaI; DIPEA / N,N-dimethyl-acetamide / 17 h / 20 °C

2: 88 percent / P₄S₁₀ / tetrahydrofuran / 1 h / 40 °C / ultrasound irradiation

With tetraphosphorus decasulfide; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; N,N-dimethyl acetamide; 1: Esterification / 2: Substitution;

DOI:10.1039/b004688o

upstream raw materials:

(S)-N^α-(Fluoren-9-ylmethoxycarbonyl)asparagine 4-methoxybenzyl ester

Fmoc-Asn-OH

p-methoxybenzyl chloride