(2R,3R)-1,4-bis[(4-chlorophenyl)methoxy]butane-2,3-diol

Base Information

• Chemical Name: (2R,3R)-1,4-bis[(4-chlorophenyl)methoxy]butane-2,3-diol
• CAS No.: 85362-86-3
• Molecular Formula: C18H20 Cl2 O4
• Molecular Weight: 371.26
• Hs Code.: 2909499000
• DSSTox Substance ID: DTXSID60538576
• Wikidata: Q82414012
• Mol file: 85362-86-3.mol

Synonyms:85362-86-3;(+)-1,4-Bis-O-(4-chlorobenzyl)-D-threitol;(2R,3R)-1,4-bis[(4-chlorophenyl)methoxy]butane-2,3-diol;SCHEMBL3068107;DTXSID60538576;AKOS024319709;(r,r)-(+)-1,4-bis-o-(4-chlorobenzyl)-d-threitol

Chemical Property of (2R,3R)-1,4-bis[(4-chlorophenyl)methoxy]butane-2,3-diol

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
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 370.0738645
• Heavy Atom Count: 24
• Complexity: 297

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1COCC(C(COCC2=CC=C(C=C2)Cl)O)O)Cl
• Isomeric SMILES: C1=CC(=CC=C1COC[C@H]([C@@H](COCC2=CC=C(C=C2)Cl)O)O)Cl

Technology Process of (2R,3R)-1,4-bis[(4-chlorophenyl)methoxy]butane-2,3-diol

There total 4 articles about (2R,3R)-1,4-bis[(4-chlorophenyl)methoxy]butane-2,3-diol 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: 93.0%

(4R,5R)-(+)-4,5-bis(4-chlorobenzyloxymethyl)-2,2-dimethyl-1,3-dioxolane (85362-87-4) → (2R,3R)-(+)-1,4-bis(4-chlorobenzyloxy)butane-2,3-diol (85362-86-3)

Guidance literature:

With hydrogenchloride; In methanol; for 5h; Heating;

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

Reference yield: 93.0%

C24H32Cl2O4 → (2R,3R)-(+)-1,4-bis(4-chlorobenzyloxy)butane-2,3-diol (85362-86-3)

Guidance literature:

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

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

Reference yield: 75.0%

(2R,4'R,5'R)-(-)-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 (85362-90-9) → (8R)-8-acetyl-7,8,9,10-tetrahydro-6,8,11-trihydroxy-5,12-naphthacenedione (63229-48-1) + (2R,3R)-(+)-1,4-bis(4-chlorobenzyloxy)butane-2,3-diol (85362-86-3)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; 1,4-dioxane; for 2h; Heating;

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

upstream raw materials:

(2R,4'R,5'R)-(-)-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

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

1-Chloro-4-(chloromethyl)benzene

Downstream raw materials:

(4R,5R)-4,5-Bis<<(4-chlorobenzyl)oxy>methyl>-2-<(RS)-4,8-dimethylnonyl>-2-methyl-1,3-dioxolan

(2S,4'R,5'R)-(+)-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'R,5'R)-(-)-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

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