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

Base Information

• Chemical Name: Succinic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester
• CAS No.: 302594-71-4
• Molecular Formula: C₆₄H₇₀O₁₂
• Molecular Weight: 1031.25

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

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

Chemical Property:

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

There total 3 articles about Succinic 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:

9-O-acetyl-4,8-anhydro-5,6,7-tri-O-benzyl-1,2,3-trideoxy-D-glycero-D-galacto-non-1-enitol (194410-25-8) → Succinic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester (302594-71-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / NaOMe / methanol

2: DMAP / pyridine / 3 h / 60 °C

3: 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:

((2R,3R,4R,5R,6R)-6-Allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-methanol (223263-24-9) → Succinic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester (302594-71-4)

Guidance literature:

Multi-step reaction with 2 steps

1: DMAP / pyridine / 3 h / 60 °C

2: 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

Reference yield:

((2R,3R,4R,5R,6R)-6-Allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-yl)-methanol (223263-24-9) + Succinic acid mono-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester → Succinic acid bis-((2R,3R,4R,5R,6R)-6-allyl-3,4,5-tris-benzyloxy-tetrahydro-pyran-2-ylmethyl) ester (302594-71-4)

Guidance literature:

With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane;

DOI:10.1016/S0040-4039(00)01122-9

upstream raw materials:

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

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

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