Pentanedioic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester

Base Information

Chemical Name:Pentanedioic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester
CAS No.:302594-70-3
Molecular Formula:C₆₅H₇₂O₁₂
Molecular Weight:1045.28
Hs Code.:

Synonyms:Pentanedioic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester

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Chemical Property of Pentanedioic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester

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Technology Process of Pentanedioic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester

There total 3 articles about Pentanedioic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester 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: 84.0%

: 223263-24-9
((2R,3R,4R,5R,6R)-6-Allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-methanol

: 302594-69-0
Pentanedioic acid mono-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester

: 302594-70-3
Pentanedioic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester

Guidance literature:: With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;
DOI:10.1016/S0040-4039(00)01122-9

Reference yield:

: 194410-25-8
9-O-acetyl-4,8-anhydro-5,6,7-tri-O-benzyl-1,2,3-trideoxy-D-glycero-D-galacto-non-1-enitol

: 302594-70-3
Pentanedioic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester

Guidance literature:: Multi-step reaction with 3 steps

1: 85 percent / NaOMe / methanol

2: 95 percent / DMAP / pyridine / 3 h / 60 °C

3: 84 percent / EDC; DMAP / CH₂Cl₂

With dmap; sodium methylate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In pyridine; methanol; dichloromethane; 1: Hydrolysis / 2: Acylation / 3: Acylation;
DOI:10.1016/S0040-4039(00)01122-9

Reference yield:

: 223263-24-9
((2R,3R,4R,5R,6R)-6-Allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-methanol

: 302594-70-3
Pentanedioic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / DMAP / pyridine / 3 h / 60 °C

2: 84 percent / EDC; DMAP / CH₂Cl₂

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In pyridine; dichloromethane; 1: Acylation / 2: Acylation;
DOI:10.1016/S0040-4039(00)01122-9