padanamide B

Base Information

• Chemical Name: padanamide B
• CAS No.: 1314881-81-6
• Molecular Formula: C₃₁H₄₆N₆O₉
• Molecular Weight: 646.741
• Mol file: 1314881-81-6.mol

Synonyms:padanamide B

Chemical Property of padanamide B

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of padanamide B

There total 21 articles about padanamide B 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: 75.0%

C37H60N6O9Si (1426657-05-7) → padanamide B (1314881-81-6)

Guidance literature:

With hydrogen fluoride; water; In acetonitrile; at 0 ℃; for 3h; Inert atmosphere;

DOI:10.1039/c3cc00178d

Reference yield:

C28H47N3O7Si (1426657-17-1) → padanamide B (1314881-81-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: sodium periodate; rhodium(III) chloride hydrate / acetonitrile; water; acetone / 2 h / 20 - 25 °C / Inert atmosphere

2.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / Inert atmosphere

3.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere

3.2: 2 h / -20 °C / Inert atmosphere

4.1: lithium hydroxide; water / methanol; tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

5.1: 4-methyl-morpholine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; 1-hydroxy-7-aza-benzotriazole / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

6.1: water; hydrogen fluoride / acetonitrile / 3 h / 0 °C / Inert atmosphere

With 4-methyl-morpholine; sodium periodate; 1-hydroxy-7-aza-benzotriazole; rhodium(III) chloride hydrate; palladium 10% on activated carbon; hydrogen fluoride; water; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; water; acetone; acetonitrile;

DOI:10.1039/c3cc00178d

Reference yield:

C34H61N3O7Si2 (1426656-67-8) → padanamide B (1314881-81-6)

Guidance literature:

Multi-step reaction with 7 steps

1.1: (1S)-10-camphorsulfonic acid / dichloromethane; methanol / 2 h / 0 - 20 °C / Inert atmosphere

2.1: sodium periodate; rhodium(III) chloride hydrate / acetonitrile; water; acetone / 2 h / 20 - 25 °C / Inert atmosphere

3.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 20 °C / Inert atmosphere

4.1: 4-methyl-morpholine; isobutyl chloroformate / tetrahydrofuran / 1 h / -20 °C / Inert atmosphere

4.2: 2 h / -20 °C / Inert atmosphere

5.1: lithium hydroxide; water / methanol; tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

6.1: 4-methyl-morpholine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; 1-hydroxy-7-aza-benzotriazole / tetrahydrofuran / 2 h / 0 °C / Inert atmosphere

7.1: water; hydrogen fluoride / acetonitrile / 3 h / 0 °C / Inert atmosphere

With 4-methyl-morpholine; sodium periodate; 1-hydroxy-7-aza-benzotriazole; rhodium(III) chloride hydrate; palladium 10% on activated carbon; (1S)-10-camphorsulfonic acid; hydrogen fluoride; water; hydrogen; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; lithium hydroxide; isobutyl chloroformate; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile;

DOI:10.1039/c3cc00178d

upstream raw materials:

C₃₄H₆₁N₃O₇Si₂

C₂₈H₄₇N₃O₇Si

C₂₈H₄₅N₃O₈Si

benzyl (2S,3S,4S)-3-hydroxy-5-[(S)-4-isopropyl-2-oxooxazolidin-3-yl]-4-methyl-5-oxo-1-phenylpentan-2-ylcarbamate