(R)-(Z)-2-(3,4-dihydroxy-4-methylpentyl)but-2-ene-1,4-diol bisbenzoate

Base Information

• Chemical Name: (R)-(Z)-2-(3,4-dihydroxy-4-methylpentyl)but-2-ene-1,4-diol bisbenzoate
• CAS No.: 337971-02-5
• Molecular Formula: C₂₄H₂₈O₆
• Molecular Weight: 412.483
• Mol file: 337971-02-5.mol

Synonyms:(R)-(Z)-2-(3,4-dihydroxy-4-methylpentyl)but-2-ene-1,4-diol bisbenzoate

Chemical Property of (R)-(Z)-2-(3,4-dihydroxy-4-methylpentyl)but-2-ene-1,4-diol bisbenzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-(Z)-2-(3,4-dihydroxy-4-methylpentyl)but-2-ene-1,4-diol bisbenzoate

There total 10 articles about (R)-(Z)-2-(3,4-dihydroxy-4-methylpentyl)but-2-ene-1,4-diol bisbenzoate 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: 91.0%

(R)-(Z)-2-[2-(2,2,5,5-tetramethyl[1,3]dioxolan-4-yl)ethyl]but-2-ene-1,4-diol bisbenzoate (337971-01-4) → (R)-(Z)-2-(3,4-dihydroxy-4-methylpentyl)but-2-ene-1,4-diol bisbenzoate (337971-02-5)

Guidance literature:

With water; toluene-4-sulfonic acid; In methanol; at 20 - 50 ℃; for 44h;

DOI:10.1016/S0040-4020(00)01129-7

Reference yield:

(R)-(Z)-2-[2-(2,2,5,5-tetramethyl[1,3]dioxolan-4-yl)ethyl]but-2-ene-1,4-diol (209474-15-7) → (R)-(Z)-2-(3,4-dihydroxy-4-methylpentyl)but-2-ene-1,4-diol bisbenzoate (337971-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / pyridine / 2 h / 20 °C

2: 91 percent / p-TsOH; H₂O / methanol / 44 h / 20 - 50 °C

With pyridine; water; toluene-4-sulfonic acid; In methanol;

DOI:10.1016/S0040-4020(00)01129-7

Reference yield:

benzoyl chloride (98-88-4) → (R)-(Z)-2-(3,4-dihydroxy-4-methylpentyl)but-2-ene-1,4-diol bisbenzoate (337971-02-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / pyridine / 2 h / 20 °C

2: 91 percent / p-TsOH; H₂O / methanol / 44 h / 20 - 50 °C

With pyridine; water; toluene-4-sulfonic acid; In methanol;

DOI:10.1016/S0040-4020(00)01129-7

upstream raw materials:

(R)-(Z)-2-[2-(2,2,5,5-tetramethyl[1,3]dioxolan-4-yl)ethyl]but-2-ene-1,4-diol bisbenzoate

benzoyl chloride

(R)-(Z)-2-[2-(2,2,5,5-tetramethyl[1,3]dioxolan-4-yl)ethyl]but-2-ene-1,4-diol

4-[2-((R)-2,2,5,5-Tetramethyl-[1,3]dioxolan-4-yl)-ethyl]-3,6-dihydro-[1,2]dioxine

Downstream raw materials:

C₂₅H₃₀O₈S

Triisopropyl-(2-{(R)-5-[(4E,8E,12E)-5,9,13,17-tetramethyl-3-phenylsulfanyl-octadeca-4,8,12,16-tetraen-(Z)-ylidene]-tetrahydro-pyran-2-yl}-allyloxy)-silane

(2-{(R)-5-[(E)-5,9-Dimethyl-3-phenylsulfanyl-deca-4,8-dien-(Z)-ylidene]-tetrahydro-pyran-2-yl}-allyloxy)-triisopropyl-silane

Triisopropyl-(2-{(R)-5-[(4E,8E,12E)-4,9,13,17-tetramethyl-3-phenylsulfanyl-octadeca-4,8,12,16-tetraen-(Z)-ylidene]-tetrahydro-pyran-2-yl}-allyloxy)-silane