((2S,4S,4'R)-2',2'-DIMETHYL-[4,4']BI[[1,3]DIOXOLANYL]-2-YL)-METHANOL

Base Information

• Chemical Name: ((2S,4S,4'R)-2',2'-DIMETHYL-[4,4']BI[[1,3]DIOXOLANYL]-2-YL)-METHANOL
• CAS No.: 145354-78-5
• Molecular Formula: C₉H₁₆O₅
• Molecular Weight: 204.223
• Mol file: 145354-78-5.mol

Synonyms:[4,4'-Bi-1,3-dioxolane]-2-methanol,2',2'-dimethyl-, [2S-[2a,4a(S*)]]-

Chemical Property of ((2S,4S,4'R)-2',2'-DIMETHYL-[4,4']BI[[1,3]DIOXOLANYL]-2-YL)-METHANOL

Chemical Property:

• PSA: 57.15000
• LogP: -0.12830

Purity/Quality:

97% ^*data from raw suppliers

((2S,4S,4'R)-2',2'-DIMETHYL-[4,4']BI[[1,3]DIOXOLANYL]-2-YL)METHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2S,4S,4''R)-2'',2''-Dimethyl[4,4''-bi-1,3-dioxolane]-2-methanol is an intermediate used in the synthesis of Troxacitabine (T805580), which is a nucleoside analogue with potential anticancer activity. Troxacitabine have been studied in patients with refractory lymphoproliferative diseases.

Technology Process of ((2S,4S,4'R)-2',2'-DIMETHYL-[4,4']BI[[1,3]DIOXOLANYL]-2-YL)-METHANOL

There total 1 articles about ((2S,4S,4'R)-2',2'-DIMETHYL-[4,4']BI[[1,3]DIOXOLANYL]-2-YL)-METHANOL 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:

(R)-1-((2S,4S)-2-Hydroxymethyl-[1,3]dioxolan-4-yl)-ethane-1,2-diol + acetone (67-64-1) → ((2S,4S,4'R)-2',2'-Dimethyl-[4,4']bi[[1,3]dioxolanyl]-2-yl)-methanol (145354-78-5)

Guidance literature:

With toluene-4-sulfonic acid; Yield given; Ambient temperature;

DOI:10.1016/S0040-4039(00)60890-0

Reference yield:

((2S,4S,4'R)-2',2'-Dimethyl-[4,4']bi[[1,3]dioxolanyl]-2-yl)-methanol (145354-78-5) → (2S,4S)-2-Benzoyloxymethyl-[1,3]dioxolane-4-carboxylic acid (145354-81-0)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / CH₂Cl₂ / Ambient temperature

2: p-TsOH / methanol / Ambient temperature

3: NaIO₄ / RuO₂ / acetonitrile; CCl₄; H₂O / Ambient temperature

With pyridine; sodium periodate; toluene-4-sulfonic acid; ruthenium(IV) oxide; In methanol; tetrachloromethane; dichloromethane; water; acetonitrile;

DOI:10.1016/S0040-4039(00)60890-0

Reference yield:

((2S,4S,4'R)-2',2'-Dimethyl-[4,4']bi[[1,3]dioxolanyl]-2-yl)-methanol (145354-78-5) → Benzoic acid (2S,4S)-4-((R)-1,2-dihydroxy-ethyl)-[1,3]dioxolan-2-ylmethyl ester (145354-80-9)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / Ambient temperature

2: p-TsOH / methanol / Ambient temperature

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

DOI:10.1016/S0040-4039(00)60890-0

upstream raw materials:

acetone

Downstream raw materials:

Benzoic acid (2S,4S,4'R)-2',2'-dimethyl-[4,4']bi[[1,3]dioxolanyl]-2-ylmethyl ester

Benzoic acid (2S,4S)-4-((R)-1,2-dihydroxy-ethyl)-[1,3]dioxolan-2-ylmethyl ester

(2S,4S)-2-Benzoyloxymethyl-[1,3]dioxolane-4-carboxylic acid

Refernces