methyl 3-O-benzyl-6-bromo-2,6-dideoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside

Base Information

Chemical Name:methyl 3-O-benzyl-6-bromo-2,6-dideoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside
CAS No.:131529-48-1
Molecular Formula:C₁₈H₂₅BrO₆
Molecular Weight:417.297
Hs Code.:

Synonyms:methyl 3-O-benzyl-6-bromo-2,6-dideoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside

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Chemical Property of methyl 3-O-benzyl-6-bromo-2,6-dideoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside

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Technology Process of methyl 3-O-benzyl-6-bromo-2,6-dideoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside

There total 8 articles about methyl 3-O-benzyl-6-bromo-2,6-dideoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside 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: 86.0%

: 131529-47-0
methyl 3-O-benzyl-2-deoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside

: 131529-48-1
methyl 3-O-benzyl-6-bromo-2,6-dideoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside

Guidance literature:: With carbon tetrabromide; triphenylphosphine; In pyridine; for 3h;
DOI:10.1071/CH9901681

Reference yield:

: 126108-10-9
methyl 4,6-O-benzylidene-2-deoxy-2-(2-propenyl)-α-D-allohexopyranoside

: 131529-48-1
methyl 3-O-benzyl-6-bromo-2,6-dideoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, 15 min, 2.) 17 h

3: 6.1 g / pyridinium dichromate / dimethylformamide / 22 h

4: diethyl ether / 22 h / 20 °C

5: 91 percent / camphorsulfonic acid / methanol / 5 h

6: 86 percent / triphenylphosphine, CBr₄ / pyridine / 3 h

With dipyridinium dichromate; carbon tetrabromide; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; In pyridine; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1071/CH9901681

Reference yield:

: 100-39-0
benzyl bromide

: 131529-48-1
methyl 3-O-benzyl-6-bromo-2,6-dideoxy-2-C-(2-methoxycarbonylethyl)-α-D-altropyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) NaH, 2.) tetrabutylammonium iodide / 1.) THF, 15 min, 2.) 17 h

3: 6.1 g / pyridinium dichromate / dimethylformamide / 22 h

4: diethyl ether / 22 h / 20 °C

5: 91 percent / camphorsulfonic acid / methanol / 5 h

6: 86 percent / triphenylphosphine, CBr₄ / pyridine / 3 h

With dipyridinium dichromate; carbon tetrabromide; camphor-10-sulfonic acid; tetra-(n-butyl)ammonium iodide; sodium hydride; triphenylphosphine; In pyridine; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1071/CH9901681