1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-allyloxyethoxy)cyclohexanol

Base Information

Chemical Name:1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-allyloxyethoxy)cyclohexanol
CAS No.:915193-63-4
Molecular Formula:C₃₁H₄₇NO₁₅
Molecular Weight:673.712
Hs Code.:

Synonyms:1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-allyloxyethoxy)cyclohexanol

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Chemical Property of 1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-allyloxyethoxy)cyclohexanol

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Technology Process of 1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-allyloxyethoxy)cyclohexanol

There total 5 articles about 1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-allyloxyethoxy)cyclohexanol 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: 62.0%

: 915193-62-3
1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-hydroxyethoxy)cyclohexanol

: 51479-73-3
allyl trichloroacetimidate

: 915193-63-4
1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-allyloxyethoxy)cyclohexanol

Guidance literature:: With trifluorormethanesulfonic acid; In dichloromethane; cyclohexane; at 20 ℃; for 4h;
DOI:10.1002/anie.200601209

Reference yield:

: 915193-61-2
1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-dioxolanylcyclohexanol

: 915193-63-4
1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-allyloxyethoxy)cyclohexanol

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / trimethylsilyl trifluoromethanesulfonate; BH₃*Me₂S / CH₂Cl₂ / 4 h / -78 °C

2: 62 percent / trifluoromethansulfonic acid / CH₂Cl₂; cyclohexane / 4 h / 20 °C

With trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex; In dichloromethane; cyclohexane;
DOI:10.1002/ejoc.200700181

Reference yield:

: 6931-68-6,72690-21-2,74006-95-4,108740-37-0,108740-38-1,108740-39-2,119241-63-3,119241-64-4,119241-65-5,147129-72-4,147129-73-5,73208-82-9
methyl 5-acetamido-2,4,7,8,9-penta-O-acetyl-3,5-dideoxy-D-glycero-D-galacto-2-nonulopyranosonate

: 915193-63-4
1-C-(methyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-non-2-ulopyranosonate)-4-(2'-allyloxyethoxy)cyclohexanol

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / SmI₂ / tetrahydrofuran / 2 h / 20 °C

2: 91 percent / trimethylsilyl trifluoromethanesulfonate; BH₃*Me₂S / CH₂Cl₂ / 4 h / -78 °C

3: 62 percent / trifluoromethansulfonic acid / CH₂Cl₂; cyclohexane / 4 h / 20 °C

With samarium diiodide; trifluorormethanesulfonic acid; trimethylsilyl trifluoromethanesulfonate; dimethylsulfide borane complex; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1002/ejoc.200700181