5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-2-(N-methylamino)-1-phenyl-erythro-D-pentitol

Base Information

• Chemical Name: 5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-2-(N-methylamino)-1-phenyl-erythro-D-pentitol
• CAS No.: 395072-59-0
• Molecular Formula: C₂₁H₂₉NO₃
• Molecular Weight: 343.466

Synonyms:5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-2-(N-methylamino)-1-phenyl-erythro-D-pentitol

Chemical Property of 5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-2-(N-methylamino)-1-phenyl-erythro-D-pentitol

Chemical Property:

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Technology Process of 5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-2-(N-methylamino)-1-phenyl-erythro-D-pentitol

There total 2 articles about 5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-2-(N-methylamino)-1-phenyl-erythro-D-pentitol 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: 93.0%

5-O-benzyl-1,2,4-trideoxy-2-(N-formylamino)-3-O-(methoxymethyl)-1-phenyl-erythro-D-pentitol (395072-58-9) → 5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-2-(N-methylamino)-1-phenyl-erythro-D-pentitol (395072-59-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 24h; Heating;

DOI:10.1016/S0040-4020(01)00903-6

Reference yield:

2-amino-5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-1-phenyl-D-threo-pentitol (264872-37-9) → 5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-2-(N-methylamino)-1-phenyl-erythro-D-pentitol (395072-59-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / 36 h / Heating

2: 93 percent / LiAlH₄ / diethyl ether / 24 h / Heating

With lithium aluminium tetrahydride; In diethyl ether;

DOI:10.1016/S0040-4020(01)00903-6

Reference yield:

5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-2-(N-methylamino)-1-phenyl-erythro-D-pentitol (395072-59-0) → 1,2,4-trideoxy-2-(N-methylamino)-3-O-(methoxymethyl)-1-phenyl-erythro-D-pentitol (395072-60-3)

Guidance literature:

With cyclohexene; palladium dihydroxide; In ethanol; for 16h; Heating;

DOI:10.1016/S0040-4020(01)00903-6

upstream raw materials:

5-O-benzyl-1,2,4-trideoxy-2-(N-formylamino)-3-O-(methoxymethyl)-1-phenyl-erythro-D-pentitol

2-amino-5-O-benzyl-1,2,4-trideoxy-3-O-(methoxymethyl)-1-phenyl-D-threo-pentitol

Downstream raw materials:

1,2,4-trideoxy-2-(N-methylamino)-3-O-(methoxymethyl)-1-phenyl-erythro-D-pentitol

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