methyl 4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-D-erythro-hex-5-enopyranoside

Base Information

Chemical Name:methyl 4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-D-erythro-hex-5-enopyranoside
CAS No.:95086-98-9
Molecular Formula:C₁₇H₁₈F₃NO₅
Molecular Weight:373.329
Hs Code.:

Synonyms:methyl 4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-D-erythro-hex-5-enopyranoside

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Chemical Property of methyl 4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-D-erythro-hex-5-enopyranoside

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Technology Process of methyl 4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-D-erythro-hex-5-enopyranoside

There total 6 articles about methyl 4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-D-erythro-hex-5-enopyranoside 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: 88.0%

: 85687-30-5
methyl 4-O-benzoyl-6-bromo-2,3,6-trideoxy-3-C-methyl-3-(trifluoroacetamido)-α-D-ribo-hexopyranoside

: 95086-98-9
methyl 4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-D-erythro-hex-5-enopyranoside

Guidance literature:: With silver fluoride; In pyridine; for 24h; Ambient temperature;
DOI:10.1016/S0008-6215(00)90775-4

Reference yield:

: 883104-82-3
N-(6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-O-methyl-hydroxylamine

: 95086-98-9
methyl 4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-D-erythro-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: Et₃N / CH₂Cl₂ / 0.33 h / 0 °C

2: 94 percent / SmI₂ / methanol; tetrahydrofuran / 0.17 h / 20 °C

3: 73 percent / NBS; pyridine / CCl₄ / 2.5 h / Heating

4: 76 percent / DBU / dimethylformamide / 4 h / 90 °C

With pyridine; N-Bromosuccinimide; samarium diiodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2006-926231

Reference yield:

: 883104-83-4
2,2,2-trifluoro-N-methoxy-N-(6-methoxy-8-methyl-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yl)-acetamide

: 95086-98-9
methyl 4-O-benzoyl-2,3,6-trideoxy-3-C-methyl-3-trifluoroacetamido-α-D-erythro-hex-5-enopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 94 percent / SmI₂ / methanol; tetrahydrofuran / 0.17 h / 20 °C

2: 73 percent / NBS; pyridine / CCl₄ / 2.5 h / Heating

3: 76 percent / DBU / dimethylformamide / 4 h / 90 °C

With pyridine; N-Bromosuccinimide; samarium diiodide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; tetrachloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2006-926231