1,3-bis(1,2-dideoxy-4,6-O-phenylmethylene-3,5-O-methylene-L-xylo-hexitolyl)-benzene

Base Information

• Chemical Name: 1,3-bis(1,2-dideoxy-4,6-O-phenylmethylene-3,5-O-methylene-L-xylo-hexitolyl)-benzene
• CAS No.: 145260-15-7
• Molecular Formula: C₃₄H₃₈O₈
• Molecular Weight: 574.671
• Mol file: 145260-15-7.mol

Synonyms:1,3-bis(1,2-dideoxy-4,6-O-phenylmethylene-3,5-O-methylene-L-xylo-hexitolyl)-benzene

Chemical Property of 1,3-bis(1,2-dideoxy-4,6-O-phenylmethylene-3,5-O-methylene-L-xylo-hexitolyl)-benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3-bis(1,2-dideoxy-4,6-O-phenylmethylene-3,5-O-methylene-L-xylo-hexitolyl)-benzene

There total 5 articles about 1,3-bis(1,2-dideoxy-4,6-O-phenylmethylene-3,5-O-methylene-L-xylo-hexitolyl)-benzene 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:

(1S,5R,6R,8R)-5-<(1R)-1,2-Dihydroxyethyl>-8-phenyl-2,4,7,9-tetraoxabicyclo<4.4.0>decane (143573-26-6) → 1,3-bis(1,2-dideoxy-4,6-O-phenylmethylene-3,5-O-methylene-L-xylo-hexitolyl)-benzene (145260-15-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 83 percent / NaIO₄ / dioxane; H₂O / 2 h / Ambient temperature

With sodium periodate; In 1,4-dioxane; water;

DOI:10.1016/S0040-4020(01)89454-0

Reference yield:

(1S,5R,6R,8R)-5-<(4R)-2-Phenyl-1,3-dioxolan-4-yl>-8-phenyl-2,4,7,9-tetraoxabicyclo<4.4.0>decane (143573-25-5,143616-92-6) → 1,3-bis(1,2-dideoxy-4,6-O-phenylmethylene-3,5-O-methylene-L-xylo-hexitolyl)-benzene (145260-15-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 69 percent / HCO₂H / ethanol; H₂O; 1,2-dichloro-ethane / 3.5 h / Heating

2: 83 percent / NaIO₄ / dioxane; H₂O / 2 h / Ambient temperature

With sodium periodate; formic acid; In 1,4-dioxane; ethanol; water; 1,2-dichloro-ethane;

DOI:10.1016/S0040-4020(01)89454-0

Reference yield:

(1S,5R,6R)-5-<(4R)-1,3-dioxolan-4-yl>-2,4,7,9-tetraoxabicyclo<4.4.0>decane (3530-21-0) → 1,3-bis(1,2-dideoxy-4,6-O-phenylmethylene-3,5-O-methylene-L-xylo-hexitolyl)-benzene (145260-15-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1) Ac₂O, H₂SO₄, HOAc, 2) Na, MeOH / 1a) 0 deg C, 2 h, b) 0 deg C to 10 deg C, 2) CH₂Cl₂, room temperature, 8 to 10 d

2: 75 percent / H₂SO₄ / cyclohexane; dimethylformamide / 4 h / Heating

3: 69 percent / HCO₂H / ethanol; H₂O; 1,2-dichloro-ethane / 3.5 h / Heating

4: 83 percent / NaIO₄ / dioxane; H₂O / 2 h / Ambient temperature

With methanol; sodium periodate; formic acid; sulfuric acid; sodium; acetic anhydride; acetic acid; In 1,4-dioxane; ethanol; cyclohexane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)89454-0

upstream raw materials:

(1,3-phenylenebis(methylene))bis(triphenylphosphonium) dibromide

(1S,5S,6R,8R)-8-Phenyl-2,4,7,9-tetraoxabicyclo<4.4.0>decane-5-carboxaldehyde

(1S,5R,6R,8R)-5-<(1R)-1,2-Dihydroxyethyl>-8-phenyl-2,4,7,9-tetraoxabicyclo<4.4.0>decane

(1S,5R,6R,8R)-5-<(4R)-2-Phenyl-1,3-dioxolan-4-yl>-8-phenyl-2,4,7,9-tetraoxabicyclo<4.4.0>decane

Downstream raw materials:

(4R,8S,21S,25R,33S,34S)-33,34-di(phenylmethoxy)-5,7,10,13,16,19,22,24-octaoxatetracyclo<26.3.1.1^4,8.1^21,25>tetratriaconta-1(32),28,30-triene

1,3-bis(1,2-dideoxy-4-O-phenylmethyl-3,5-O-methylene-L-xylo-hexitolyl)-benzene