2-methyl-1'-O-methoxyphenyl-4'-O-methyl-6'-O-(tert-butyldimethylsilyl)-α-D-mannopyrano[2',3']-Δ2-oxazoline

Base Information

Chemical Name:2-methyl-1'-O-methoxyphenyl-4'-O-methyl-6'-O-(tert-butyldimethylsilyl)-α-D-mannopyrano[2',3']-Δ2-oxazoline
CAS No.:1449491-95-5
Molecular Formula:C₂₂H₃₅NO₆Si
Molecular Weight:437.608
Hs Code.:

Synonyms:2-methyl-1'-O-methoxyphenyl-4'-O-methyl-6'-O-(tert-butyldimethylsilyl)-α-D-mannopyrano[2',3']-Δ2-oxazoline

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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 2-methyl-1'-O-methoxyphenyl-4'-O-methyl-6'-O-(tert-butyldimethylsilyl)-α-D-mannopyrano[2',3']-Δ2-oxazoline

Chemical Property:

Purity/Quality:: 95%-98% ^*data from raw suppliers

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Technology Process of 2-methyl-1'-O-methoxyphenyl-4'-O-methyl-6'-O-(tert-butyldimethylsilyl)-α-D-mannopyrano[2',3']-Δ2-oxazoline

There total 9 articles about 2-methyl-1'-O-methoxyphenyl-4'-O-methyl-6'-O-(tert-butyldimethylsilyl)-α-D-mannopyrano[2',3']-Δ2-oxazoline 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: 87.0%

: 1449491-94-4
p-methoxyphenyl 2,3-(acetylepimino)-6-O-(tert-butyldimethylsilyl)-4-O-methyl-2,3-dideoxy-α-D-glucopyranoside

: 1449491-95-5
2-methyl-1'-O-methoxyphenyl-4'-O-methyl-6'-O-(tert-butyldimethylsilyl)-α-D-mannopyrano[2',3']-Δ2-oxazoline

Guidance literature:: With sodium iodide; In N,N-dimethyl acetamide; mineral oil; at 120 ℃; for 46h; Inert atmosphere;
DOI:10.1016/j.tet.2013.07.018

Reference yield:

: 197449-36-8
p-methoxyphenyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

: 1449491-95-5
2-methyl-1'-O-methoxyphenyl-4'-O-methyl-6'-O-(tert-butyldimethylsilyl)-α-D-mannopyrano[2',3']-Δ2-oxazoline

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium hydrogencarbonate; dihydrogen peroxide / acetonitrile / 4 h / 20 °C

2.1: 1H-imidazole / dichloromethane / 4 h / 0 °C

3.1: silver(l) oxide / N,N-dimethyl-formamide / 23 h / 20 °C / Inert atmosphere

4.1: ammonium chloride; sodium azide / methanol; water / 72 h / 80 °C

5.1: triphenylphosphine / toluene / 12.33 h / 0 °C / Inert atmosphere; Reflux

5.2: 0.67 h / 0 °C

6.1: sodium iodide / N,N-dimethyl acetamide; mineral oil / 46 h / 120 °C / Inert atmosphere

With 1H-imidazole; sodium azide; dihydrogen peroxide; ammonium chloride; potassium hydrogencarbonate; triphenylphosphine; sodium iodide; silver(l) oxide; In methanol; dichloromethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil;
DOI:10.1016/j.tet.2013.07.018

Reference yield:

: 1449491-86-4
p-methoxyphenyl 2,3-anhydro-6-O-(tert-butyldimethylsilyl)-α-D-allopyranoside

: 1449491-95-5
2-methyl-1'-O-methoxyphenyl-4'-O-methyl-6'-O-(tert-butyldimethylsilyl)-α-D-mannopyrano[2',3']-Δ2-oxazoline

Guidance literature:: Multi-step reaction with 4 steps

1.1: silver(l) oxide / N,N-dimethyl-formamide / 23 h / 20 °C / Inert atmosphere

2.1: ammonium chloride; sodium azide / methanol; water / 72 h / 80 °C

3.1: triphenylphosphine / toluene / 12.33 h / 0 °C / Inert atmosphere; Reflux

3.2: 0.67 h / 0 °C

4.1: sodium iodide / N,N-dimethyl acetamide; mineral oil / 46 h / 120 °C / Inert atmosphere

With sodium azide; ammonium chloride; triphenylphosphine; sodium iodide; silver(l) oxide; In methanol; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1016/j.tet.2013.07.018