(-)-1,4-BIS-O-(4-CHLOROBENZYL)-L-THREITOL

Base Information

• Chemical Name: (-)-1,4-BIS-O-(4-CHLOROBENZYL)-L-THREITOL
• CAS No.: 85362-85-2
• Molecular Formula: C18H20 Cl2 O4
• Molecular Weight: 371.26
• Hs Code.: 2909499000
• Mol file: 85362-85-2.mol

Synonyms:2,3-Butanediol,1,4-bis[(4-chlorophenyl)methoxy]-, [S-(R*,R*)]-;(S,S)-1,4-Bis-O-(4-chlorobenzyl)-D-threitol

Chemical Property of (-)-1,4-BIS-O-(4-CHLOROBENZYL)-L-THREITOL

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 72-74 °C
• Refractive Index: 1.591
• Boiling Point: 535.045°C at 760 mmHg
• Flash Point: 277.385°C
• PSA: 58.92000
• Density: 1.319g/cm³
• LogP: 3.44860

Purity/Quality:

(?)-1,4-Bis-O-(4-chlorobenzyl)-L-threitol ≥99.0% (sum of enantiomers, HPLC) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (-)-1,4-BIS-O-(4-CHLOROBENZYL)-L-THREITOL

There total 3 articles about (-)-1,4-BIS-O-(4-CHLOROBENZYL)-L-THREITOL 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%

(4S,5S)-(-)-4,5-bis(4-chlorobenzyloxymethyl)-2,2-dimethyl-1,3-dioxolane (85362-88-5) → (2S,3S)-(-)-1,4-bis(4-chlorobenzyloxy)butane-2,3-diol (85362-85-2)

Guidance literature:

With hydrogenchloride; In methanol; Heating;

DOI:10.1016/S0040-4020(01)91522-4

Reference yield:

C24H32Cl2O4 → (2S,3S)-(-)-1,4-bis(4-chlorobenzyloxy)butane-2,3-diol (85362-85-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; for 6h; Heating;

DOI:10.1016/S0040-4039(00)88360-4

Reference yield:

1-Chloro-4-(chloromethyl)benzene (104-83-6) → (2S,3S)-(-)-1,4-bis(4-chlorobenzyloxy)butane-2,3-diol (85362-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) sodium hydride / 1) THF, r.t., 30 min; 2) THF, 50 deg C, 3 h

2: 91 percent / 5percent HCl / methanol / Heating

With hydrogenchloride; sodium hydride; In methanol;

DOI:10.1016/S0040-4020(01)91522-4

upstream raw materials:

(4S,5S)-(-)-4,5-bis(4-chlorobenzyloxymethyl)-2,2-dimethyl-1,3-dioxolane

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

(2S,4'S,5'S)-(+)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione

(2R,4'S,5'S)-(-)-2-4',5'-bis(4-chlorobenzyloxymethyl)-2'-methyl-1',3'-dioxolan-2'-yl-2,5,12-trihydroxy-1,2,3,4-tetrahydronaphthacene-6,11-dione