N-benzyloxycarbonyl-2-O-benzyl-1,4-dideoxy-1,4-imino-D-lyxitol

Base Information

• Chemical Name: N-benzyloxycarbonyl-2-O-benzyl-1,4-dideoxy-1,4-imino-D-lyxitol
• CAS No.: 114894-77-8
• Molecular Formula: C₂₀H₂₃NO₅
• Molecular Weight: 357.406

Synonyms:

Chemical Property of N-benzyloxycarbonyl-2-O-benzyl-1,4-dideoxy-1,4-imino-D-lyxitol

Chemical Property:

Purity/Quality:

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Technology Process of N-benzyloxycarbonyl-2-O-benzyl-1,4-dideoxy-1,4-imino-D-lyxitol

There total 4 articles about N-benzyloxycarbonyl-2-O-benzyl-1,4-dideoxy-1,4-imino-D-lyxitol 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:

benzyl bromide (100-39-0) → N-benzyloxycarbonyl-2-O-benzyl-1,4-dideoxy-1,4-imino-D-lyxitol (114894-77-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / sodium hydride, tetrabutylammonium iodide / tetrahydrofuran / 1 h / Heating

2: 96 percent / 50 percent aq. trifluoroacetic acid / 4 h / Ambient temperature

3: 1.) sodium periodate 1.) sodium borohydride / 1.) water, ethanol, room temperature, 1 h 2.) water, ethanol, room temperature, 15 min

With sodium tetrahydroborate; sodium periodate; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)86851-4

Reference yield:

N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose (84730-21-2) → N-benzyloxycarbonyl-2-O-benzyl-1,4-dideoxy-1,4-imino-D-lyxitol (114894-77-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / sodium hydride, tetrabutylammonium iodide / tetrahydrofuran / 1 h / Heating

2: 96 percent / 50 percent aq. trifluoroacetic acid / 4 h / Ambient temperature

3: 1.) sodium periodate 1.) sodium borohydride / 1.) water, ethanol, room temperature, 1 h 2.) water, ethanol, room temperature, 15 min

With sodium tetrahydroborate; sodium periodate; tetra-(n-butyl)ammonium iodide; sodium hydride; trifluoroacetic acid; In tetrahydrofuran;

DOI:10.1016/S0040-4020(01)86851-4

Reference yield:

N-benzyloxycarbonyl-5-O-benzyl-3,6-dideoxy-3,6-imino-D-glucofuranose → N-benzyloxycarbonyl-2-O-benzyl-1,4-dideoxy-1,4-imino-D-lyxitol (114894-77-8)

Guidance literature:

With sodium tetrahydroborate; sodium periodate; Yield given. Multistep reaction; 1.) water, ethanol, room temperature, 1 h 2.) water, ethanol, room temperature, 15 min;

DOI:10.1016/S0040-4020(01)86851-4

upstream raw materials:

benzyl bromide

N-benzyloxycarbonyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose

N-benzyloxycarbonyl-5-O-benzyl-3,6-dideoxy-3,6-imino-1,2-O-isopropylidene-α-D-glucofuranose

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