Acetic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

Base Information

• Chemical Name: Acetic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester
• CAS No.: 209345-53-9
• Molecular Formula: C₂₃H₂₅NO₆
• Molecular Weight: 411.455

Synonyms:Acetic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

Chemical Property of Acetic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Acetic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

There total 2 articles about Acetic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl 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: 60.0%

cesium acetate (3396-11-0) + Trifluoro-methanesulfonic acid (6R,7R,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester (209345-52-8) → Acetic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester (209345-53-9)

Guidance literature:

With 18-crown-6 ether; In toluene;

DOI:10.1016/S0960-894X(98)00198-X

Reference yield:

2,4-di-O-benzyl-N,6-O-carbonyl-1,5-dideoxy-1,5-imino-D-mannitol (153124-47-1) → Acetic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester (209345-53-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / pyridine / CH₂Cl₂

2: 60 percent / 18-crown-6 / toluene

With pyridine; 18-crown-6 ether; In dichloromethane; toluene;

DOI:10.1016/S0960-894X(98)00198-X

Reference yield: 100.0%

Acetic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester (209345-53-9) → (6R,7S,8R,8aR)-6,8-Bis-benzyloxy-7-hydroxy-hexahydro-oxazolo[3,4-a]pyridin-3-one (209348-44-7)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0960-894X(98)00198-X

upstream raw materials:

cesium acetate

Trifluoro-methanesulfonic acid (6R,7R,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

2,4-di-O-benzyl-N,6-O-carbonyl-1,5-dideoxy-1,5-imino-D-mannitol

Downstream raw materials:

(6R,7S,8R,8aR)-6,8-Bis-benzyloxy-7-hydroxy-hexahydro-oxazolo[3,4-a]pyridin-3-one

C₂₁H₁₉NO₇

(6R,7S,8R,8aR)-6,8-Bis-benzyloxy-7-methoxymethoxy-hexahydro-oxazolo[3,4-a]pyridin-3-one

Methanesulfonic acid (6R,7S,8R,8aR)-6,8-bis-benzyloxy-3-oxo-hexahydro-oxazolo[3,4-a]pyridin-7-yl ester

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