neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide

Base Information

• Chemical Name: neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide
• CAS No.: 1285527-13-0
• Molecular Formula: C₂₉H₅₃N₇O₁₂S
• Molecular Weight: 723.846
• Mol file: 1285527-13-0.mol

Synonyms:neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide

Chemical Property of neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide

There total 8 articles about neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide 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: 53.0%

C30H52N6O10S2 (1285527-23-2) + N-6'-bromoacetylneamine (220874-82-8) → neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide (1285527-13-0)

Guidance literature:

C₃₀H₅₂N₆O₁₀S₂; With N-ethyl-N,N-diisopropylamine; D/L-dithiothreitol; In water; acetone; for 0.0333333h; Sonication;

N-6'-bromoacetylneamine; In water; acetone; at 20 ℃; for 1.03333h; Sonication;

DOI:10.1039/c0ob01018a

Reference yield:

C34H66N4O8S2Si2 (1285527-19-6) → neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide (1285527-13-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sodium sulfate / 1,2-dichloro-ethane / 1 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 16 h / 20 °C

3.1: 2-hydroxypyridin / tetrahydrofuran / 16 h / 50 °C

4.1: methoxybenzene; trifluoroacetic acid / dichloromethane / 16 h / 20 °C

5.1: N-ethyl-N,N-diisopropylamine; D/L-dithiothreitol / water; acetone / 0.03 h / Sonication

5.2: 1.03 h / 20 °C / Sonication

With 2-hydroxypyridin; sodium tetrahydroborate; methoxybenzene; sodium sulfate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; D/L-dithiothreitol; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; acetone;

DOI:10.1039/c0ob01018a

Reference yield:

(2R,2'R)-N,N'-(((disulfanediylbis(ethane-2,1-diyl))bis(azanediyl))bis(3-oxopropane-3,1-diyl))bis(2-((tert-butyldimethylsilyl)oxy)-4-hydroxy-3,3-dimethylbutanamide) (1285527-18-5) → neamine 6'-N-(R)-(3-((2-((2-amino-2-oxoethyl)thio)ethyl)-amino)-3-oxopropyl)-2-hydroxy-3,3-dimethyl-4-(3-oxobutanamido)butanamide (1285527-13-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: Dess-Martin periodane / dichloromethane / 0.5 h / 20 °C

2.1: sodium sulfate / 1,2-dichloro-ethane / 1 h / 20 °C

3.1: sodium tetrahydroborate / methanol / 16 h / 20 °C

4.1: 2-hydroxypyridin / tetrahydrofuran / 16 h / 50 °C

5.1: methoxybenzene; trifluoroacetic acid / dichloromethane / 16 h / 20 °C

6.1: N-ethyl-N,N-diisopropylamine; D/L-dithiothreitol / water; acetone / 0.03 h / Sonication

6.2: 1.03 h / 20 °C / Sonication

With 2-hydroxypyridin; sodium tetrahydroborate; Dess-Martin periodane; methoxybenzene; sodium sulfate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; D/L-dithiothreitol; In tetrahydrofuran; methanol; dichloromethane; water; 1,2-dichloro-ethane; acetone;

DOI:10.1039/c0ob01018a

upstream raw materials:

(2R,2'R)-N,N'-(((disulfanediylbis(ethane-2,1-diyl))bis(azanediyl))bis(3-oxopropane-3,1-diyl))bis(2-((tert-butyldimethylsilyl)oxy)-4-hydroxy-3,3-dimethylbutanamide)

C₃₄H₆₆N₄O₈S₂Si₂

C₃₀H₅₂N₆O₁₀S₂

N-6'-bromoacetylneamine

Refernces