methyl (allyl 7,8-O-benzylidene-3-deoxy-β-D-manno-2-octulopyranosid)onate

Base Information

Chemical Name:methyl (allyl 7,8-O-benzylidene-3-deoxy-β-D-manno-2-octulopyranosid)onate
CAS No.:138840-64-9
Molecular Formula:C₁₉H₂₄O₈
Molecular Weight:380.395
Hs Code.:

Synonyms:methyl (allyl 7,8-O-benzylidene-3-deoxy-β-D-manno-2-octulopyranosid)onate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of methyl (allyl 7,8-O-benzylidene-3-deoxy-β-D-manno-2-octulopyranosid)onate

Chemical Property:

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Technology Process of methyl (allyl 7,8-O-benzylidene-3-deoxy-β-D-manno-2-octulopyranosid)onate

There total 7 articles about methyl (allyl 7,8-O-benzylidene-3-deoxy-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: 64.0%

: 1125-88-8
benzaldehyde dimethyl acetal

: 114850-71-4
methyl (allyl 3-deoxy-β-D-manno-2-octulopyranosid)onate

: 138840-64-9
methyl (allyl 7,8-O-benzylidene-3-deoxy-β-D-manno-2-octulopyranosid)onate

Guidance literature:: With (+)-10-camphorsulfonic acid; In tetrahydrofuran; for 2h; Ambient temperature;
DOI:10.1246/bcsj.64.3267

Reference yield:

: 114826-98-1
methyl (3aR,4R,7aR)-4-[(R)-2,2-dimethyl-1,3-dioxolan-4-yl]-6-hydroxy-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran-6-carboxylate

: 138840-64-9
methyl (allyl 7,8-O-benzylidene-3-deoxy-β-D-manno-2-octulopyranosid)onate

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

2: 66 percent / 70percent HF-pyridine / CH₂Cl₂ / 1.) -20 deg C, 10 min, 2.) 0 deg C, 10 min

3: 24 percent / N,N-diisopropylethylamine, BF₃ etherate / CH₂Cl₂ / 0.08 h / 0 °C

4: 99 percent / 95percent aq. trifluoroacetic acid (TFA) / CH₂Cl₂ / 1 h / 0 °C

5: 64 percent / (+)-camphorsulfonic acid (CSA) / tetrahydrofuran / 2 h / Ambient temperature

With pyridine; dmap; boron trifluoride diethyl etherate; pyridine hydrogenfluoride; (+)-10-camphorsulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.64.3267

Reference yield:

: methyl 3-deoxy-D-manno-2-octulosonate

: 138840-64-9
methyl (allyl 7,8-O-benzylidene-3-deoxy-β-D-manno-2-octulopyranosid)onate

Guidance literature:: Multi-step reaction with 6 steps

1: p-toluenesulfonic acid monohydrate / 13 h / Ambient temperature

2: pyridine, 4-dimethylaminopyridine / CH₂Cl₂ / 1 h / Ambient temperature

3: 66 percent / 70percent HF-pyridine / CH₂Cl₂ / 1.) -20 deg C, 10 min, 2.) 0 deg C, 10 min

4: 24 percent / N,N-diisopropylethylamine, BF₃ etherate / CH₂Cl₂ / 0.08 h / 0 °C

5: 99 percent / 95percent aq. trifluoroacetic acid (TFA) / CH₂Cl₂ / 1 h / 0 °C

6: 64 percent / (+)-camphorsulfonic acid (CSA) / tetrahydrofuran / 2 h / Ambient temperature

With pyridine; dmap; boron trifluoride diethyl etherate; toluene-4-sulfonic acid; pyridine hydrogenfluoride; (+)-10-camphorsulfonic acid; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;
DOI:10.1246/bcsj.64.3267