ethyl (N-benzyloxycarbonyl 3-aminopropyl-4-O-benzyl-3-deoxy-7,8-O-isopropylidene-β-D-manno-2-octulopyranosid)onate

Base Information

Chemical Name:ethyl (N-benzyloxycarbonyl 3-aminopropyl-4-O-benzyl-3-deoxy-7,8-O-isopropylidene-β-D-manno-2-octulopyranosid)onate
CAS No.:142889-21-2
Molecular Formula:C₃₁H₄₁NO₁₀
Molecular Weight:587.667
Hs Code.:

Synonyms:ethyl (N-benzyloxycarbonyl 3-aminopropyl-4-O-benzyl-3-deoxy-7,8-O-isopropylidene-β-D-manno-2-octulopyranosid)onate

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Chemical Property of ethyl (N-benzyloxycarbonyl 3-aminopropyl-4-O-benzyl-3-deoxy-7,8-O-isopropylidene-β-D-manno-2-octulopyranosid)onate

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Technology Process of ethyl (N-benzyloxycarbonyl 3-aminopropyl-4-O-benzyl-3-deoxy-7,8-O-isopropylidene-β-D-manno-2-octulopyranosid)onate

There total 5 articles about ethyl (N-benzyloxycarbonyl 3-aminopropyl-4-O-benzyl-3-deoxy-7,8-O-isopropylidene-β-D-manno-2-octulopyranosid)onate 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:

: 141695-57-0
Ethyl onate

: 142889-21-2
ethyl (N-benzyloxycarbonyl 3-aminopropyl-4-O-benzyl-3-deoxy-7,8-O-isopropylidene-β-D-manno-2-octulopyranosid)onate

Guidance literature:: Multi-step reaction with 3 steps

1: KOtBu / ethanol / 3 h

2: p-TsOH / dimethylformamide / 1.5 h

3: 1) Bu₂SnO, molecular sieves, 2) CsF / 1) toluene, reflux, 2 h, 2) DMF, 16 h

With molecular sieve; potassium tert-butylate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; cesium fluoride; In ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81239-4

Reference yield:

: (2S,4R,5R,6R)-2-(3-Benzyloxycarbonylamino-propoxy)-6-((R)-1,2-dihydroxy-ethyl)-4,5-dihydroxy-tetrahydro-pyran-2-carboxylic acid ethyl ester

: 142889-21-2
ethyl (N-benzyloxycarbonyl 3-aminopropyl-4-O-benzyl-3-deoxy-7,8-O-isopropylidene-β-D-manno-2-octulopyranosid)onate

Guidance literature:: Multi-step reaction with 2 steps

1: p-TsOH / dimethylformamide / 1.5 h

2: 1) Bu₂SnO, molecular sieves, 2) CsF / 1) toluene, reflux, 2 h, 2) DMF, 16 h

With molecular sieve; di(n-butyl)tin oxide; toluene-4-sulfonic acid; cesium fluoride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81239-4

Reference yield:

: (2S,4R,5R,6R)-4,5-Diacetoxy-2-bromo-6-((R)-1,2-diacetoxy-ethyl)-tetrahydro-pyran-2-carboxylic acid ethyl ester

: 142889-21-2
ethyl (N-benzyloxycarbonyl 3-aminopropyl-4-O-benzyl-3-deoxy-7,8-O-isopropylidene-β-D-manno-2-octulopyranosid)onate

Guidance literature:: Multi-step reaction with 4 steps

1: molecular sieves, Ag silicate aluminate / 1,2-dichloro-ethane / -40 - 20 °C

2: KOtBu / ethanol / 3 h

3: p-TsOH / dimethylformamide / 1.5 h

4: 1) Bu₂SnO, molecular sieves, 2) CsF / 1) toluene, reflux, 2 h, 2) DMF, 16 h

With molecular sieve; Ag silicate aluminate; potassium tert-butylate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; cesium fluoride; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)81239-4