5-N-benzylamino-6,7;8,9-di-O-isopropylidene-2,3,5-trideoxy-L-glycero-L-talo-non-2-enono-1,4-lactone

Base Information

• Chemical Name: 5-N-benzylamino-6,7;8,9-di-O-isopropylidene-2,3,5-trideoxy-L-glycero-L-talo-non-2-enono-1,4-lactone
• CAS No.: 152532-96-2
• Molecular Formula: C₂₂H₂₉NO₆
• Molecular Weight: 403.475

Synonyms:5-N-benzylamino-6,7;8,9-di-O-isopropylidene-2,3,5-trideoxy-L-glycero-L-talo-non-2-enono-1,4-lactone

Chemical Property of 5-N-benzylamino-6,7;8,9-di-O-isopropylidene-2,3,5-trideoxy-L-glycero-L-talo-non-2-enono-1,4-lactone

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Technology Process of 5-N-benzylamino-6,7;8,9-di-O-isopropylidene-2,3,5-trideoxy-L-glycero-L-talo-non-2-enono-1,4-lactone

There total 3 articles about 5-N-benzylamino-6,7;8,9-di-O-isopropylidene-2,3,5-trideoxy-L-glycero-L-talo-non-2-enono-1,4-lactone 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: 80.0%

(furan-2-yloxy)-trimethylsilane (61550-02-5) + 2,3;4,5-di-O-isopropylidene-L-arabinose N-benzylimine (142913-83-5) → 5-N-benzylamino-6,7;8,9-di-O-isopropylidene-2,3,5-trideoxy-L-glycero-L-talo-non-2-enono-1,4-lactone (152532-96-2)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -85 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)81832-9

Reference yield:

benzylamine (100-46-9) → 5-N-benzylamino-6,7;8,9-di-O-isopropylidene-2,3,5-trideoxy-L-glycero-L-talo-non-2-enono-1,4-lactone (152532-96-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / MgSO₄ / diethyl ether / 3 h / Ambient temperature

2: 80 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -85 °C

With boron trifluoride diethyl etherate; magnesium sulfate; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(01)81832-9

Reference yield:

2,3:4,5-di-O-isopropylidene-L-arabinose (23568-31-2) → 5-N-benzylamino-6,7;8,9-di-O-isopropylidene-2,3,5-trideoxy-L-glycero-L-talo-non-2-enono-1,4-lactone (152532-96-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 100 percent / MgSO₄ / diethyl ether / 3 h / Ambient temperature

2: 80 percent / BF₃*OEt₂ / CH₂Cl₂ / 0.5 h / -85 °C

With boron trifluoride diethyl etherate; magnesium sulfate; In diethyl ether; dichloromethane;

DOI:10.1016/S0040-4020(01)81832-9

upstream raw materials:

(furan-2-yloxy)-trimethylsilane

2,3;4,5-di-O-isopropylidene-L-arabinose N-benzylimine

benzylamine

2,3:4,5-di-O-isopropylidene-L-arabinose

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