N,N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 3,4-di-O-benzyl-α-L-rhamnopyranoside

Base Information

• Chemical Name: N,N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 3,4-di-O-benzyl-α-L-rhamnopyranoside
• CAS No.: 1431139-48-8
• Molecular Formula: C₄₀H₄₇NO₇
• Molecular Weight: 653.816

Synonyms:N,N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 3,4-di-O-benzyl-α-L-rhamnopyranoside

Chemical Property of N,N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 3,4-di-O-benzyl-α-L-rhamnopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of N,N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 3,4-di-O-benzyl-α-L-rhamnopyranoside

There total 4 articles about N,N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 3,4-di-O-benzyl-α-L-rhamnopyranoside 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: 83.0%

N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2,2-dimethyl-4-(4-methoxyphenoxy)butanoyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside (1431139-47-7) → N,N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 3,4-di-O-benzyl-α-L-rhamnopyranoside (1431139-48-8)

Guidance literature:

N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2,2-dimethyl-4-(4-methoxyphenoxy)butanoyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside; With ammonium cerium (IV) nitrate; In water; acetone; at 0 ℃; for 1h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In methanol; at 20 ℃; for 1h;

DOI:10.1021/ol4008475

Reference yield:

C42H49NO8 → N,N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 3,4-di-O-benzyl-α-L-rhamnopyranoside (1431139-48-8)

Guidance literature:

With sodium methylate; In methanol; dichloromethane; at 20 ℃;

Reference yield:

benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester (920958-49-2) → N,N-(benzyl)benzyloxycarbonyl-5-aminopentanyl 3,4-di-O-benzyl-α-L-rhamnopyranoside (1431139-48-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloromethane / 0.5 h / 20 °C / Inert atmosphere; Molecular sieve

1.2: 1 h / 0 °C / Inert atmosphere; Molecular sieve

2.1: sodium methylate / dichloromethane; methanol / 20 °C

With sodium methylate; In methanol; dichloromethane;

upstream raw materials:

N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2,2-dimethyl-4-(4-methoxyphenoxy)butanoyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

2-O-acetyl-3,4-di-O-benzyl-1-(2,2,2-trichloroethanimidate)-α/β-L-rhamnopyranoside

benzyl-(5-hydroxy-pentyl)-carbamic acid benzyl ester

Downstream raw materials:

N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-3-O-(4-oxopentanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

N-benzyl-N-benzyloxycarbonyl-5-aminopentanyl-2-O-(2-O-(2,2-dimethyl-4-azidobutanoyl)-4-O-benzyl-α-L-rhamnopyranosyl)-3,4-di-O-benzyl-α-L-rhamnopyranoside

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