(1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate

Base Information

• Chemical Name: (1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate
• CAS No.: 857468-85-0
• Molecular Formula: C₄₃H₄₆O₁₃
• Molecular Weight: 770.83
• Mol file: 857468-85-0.mol

Synonyms:(1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate

Chemical Property of (1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate

There total 1 articles about (1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate 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: 90.0%

(2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one (857468-82-7) + methanol (67-56-1) → (1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate (857468-85-0)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2005.04.073

Reference yield:

(1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate (857468-85-0) → 1,1-anhydro-1-C-[2-(benzyloxymethyl)-4,6-dibenzyloxyphenyl]-β-D-galactofuranose (857468-91-8) + 1,1-anhydro-1-C-[2-(benzyloxymethyl)-4,6-dibenzyloxyphenyl]-β-D-galactopyranose (857468-88-3)

Guidance literature:

(1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate; With lithium hydroxide; In methanol; at 20 ℃; for 1h;

With hydrogenchloride; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.04.073

Reference yield:

(1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate (857468-85-0) → 1,1-anhydro-1-C-[2-(benzyloxymethyl)-4,6-dibenzyloxyphenyl]-β-D-galactofuranose (857468-91-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: LiOH / methanol / 1 h / 20 °C

1.2: 40 mg / aq. HCl / methanol / 2 h / 20 °C

2.1: Py*TsOH / methanol / 36 h / 20 °C

With lithium hydroxide; pyridinium p-toluenesulfonate; In methanol;

DOI:10.1016/j.tetlet.2005.04.073

upstream raw materials:

(2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one

methanol

Downstream raw materials:

1,1-anhydro-1-C-[2-(benzyloxymethyl)-4,6-dibenzyloxyphenyl]-β-D-galactofuranose

1,1-anhydro-1-C-[2-(benzyloxymethyl)-4,6-dibenzyloxyphenyl]-β-D-galactopyranose