(1R,2R,4R,5S,7R)-2-methoxy-1-methoxycarbonylmethyl-4-methyl-7-phenyl-3,6-dioxabicyclo<3.2.1>octane

Base Information

Chemical Name:(1R,2R,4R,5S,7R)-2-methoxy-1-methoxycarbonylmethyl-4-methyl-7-phenyl-3,6-dioxabicyclo<3.2.1>octane
CAS No.:171001-83-5
Molecular Formula:C₁₇H₂₂O₅
Molecular Weight:306.359
Hs Code.:

Synonyms:(1R,2R,4R,5S,7R)-2-methoxy-1-methoxycarbonylmethyl-4-methyl-7-phenyl-3,6-dioxabicyclo<3.2.1>octane

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Chemical Property of (1R,2R,4R,5S,7R)-2-methoxy-1-methoxycarbonylmethyl-4-methyl-7-phenyl-3,6-dioxabicyclo<3.2.1>octane

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Technology Process of (1R,2R,4R,5S,7R)-2-methoxy-1-methoxycarbonylmethyl-4-methyl-7-phenyl-3,6-dioxabicyclo<3.2.1>octane

There total 3 articles about (1R,2R,4R,5S,7R)-2-methoxy-1-methoxycarbonylmethyl-4-methyl-7-phenyl-3,6-dioxabicyclo<3.2.1>octane 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: 58.0%

: 171001-81-3
methyl 4-O-benzyl-6-bromo-3,6-deoxy-2-methoxycarbonylmethylene-β-D-erythro-hexopyranoside

: (1R,3R,4R,6S)-6-benzyloxy-3-methoxy-4-methoxycarbonylmethyl-2-oxabicyclo<2.2.1>heptane

: 171001-83-5
(1R,2R,4R,5S,7R)-2-methoxy-1-methoxycarbonylmethyl-4-methyl-7-phenyl-3,6-dioxabicyclo<3.2.1>octane

Guidance literature:: With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 0.5h; Heating;
DOI:10.1007/BF00698515

Reference yield:

: 55639-83-3,112339-43-2
1,6-anhydro-4-O-benzyl-3-deoxy-β-D-ribo-hexopyranose

: 171001-83-5
(1R,2R,4R,5S,7R)-2-methoxy-1-methoxycarbonylmethyl-4-methyl-7-phenyl-3,6-dioxabicyclo<3.2.1>octane

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) H₂SO₄, 2.) CBr₄, PPh₃ / 1.) reflux, 6 h, 2.) pyridine, 20 deg C, 1.5 h

2: 1.) (COCl)2, DMSO, Et₃N / 1.) CH₂Cl₂, -60 deg C, 30 min, 2.) THF, reflux, 1.5 h

3: 58 percent / AIBN, Bu₃SnH / toluene / 0.5 h / Heating

With oxalyl dichloride; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; sulfuric acid; tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In toluene;
DOI:10.1007/BF00698515

Reference yield:

: 171001-80-2
methyl 4-O-benzyl-6-bromo-3,6-deoxy-β-D-erythro-hexopyranoside

: 171001-83-5
(1R,2R,4R,5S,7R)-2-methoxy-1-methoxycarbonylmethyl-4-methyl-7-phenyl-3,6-dioxabicyclo<3.2.1>octane

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) (COCl)2, DMSO, Et₃N / 1.) CH₂Cl₂, -60 deg C, 30 min, 2.) THF, reflux, 1.5 h

2: 58 percent / AIBN, Bu₃SnH / toluene / 0.5 h / Heating

With oxalyl dichloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; dimethyl sulfoxide; triethylamine; In toluene;
DOI:10.1007/BF00698515