(+)-2-O-BENZYL-L-THREITOL

Base Information

• Chemical Name: (+)-2-O-BENZYL-L-THREITOL
• CAS No.: 84379-53-3
• Molecular Formula: C14H20 O4
• Molecular Weight: 252.31
• Mol file: 84379-53-3.mol

Synonyms:1,3-Dioxolane-4-ethanol,2,2-dimethyl-b-(phenylmethoxy)-,[S-(R*,R*)]-

Chemical Property of (+)-2-O-BENZYL-L-THREITOL

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 75-77 °C
• Refractive Index: 1.567
• Boiling Point: 424.058°C at 760 mmHg
• PKA: 14.14±0.10(Predicted)
• Flash Point: 210.263°C
• PSA: 47.92000
• Density: 1.238g/cm³
• LogP: 1.71560
• Storage Temp.: 2-8°C

Purity/Quality:

99%min ^*data from raw suppliers

2-BENZYLOXY-2-(2,2-DIMETHYL-(1,3)DIOXOLAN-4-YL)-ETHANOL 95.00% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26-36/37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-2-O-BENZYL-L-THREITOL

There total 36 articles about (+)-2-O-BENZYL-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: 98.0%

2-O-benzyl-L-threitol (84379-51-1,84379-52-2,124909-02-0,127000-44-6) + 2,2-dimethoxy-propane (77-76-9) → 2-O-benzyl-3,4-O-isopropylidene-L-threitol (84379-53-3)

Guidance literature:

With toluene-4-sulfonic acid; In benzene;

DOI:10.1016/S0040-4039(00)87654-6

Reference yield: 97.0%

2-O-benzyl-L-threitol (84379-51-1,84379-52-2,124909-02-0,127000-44-6) + acetone (67-64-1) → 2-O-benzyl-3,4-O-isopropylidene-L-threitol (84379-53-3)

Guidance literature:

With toluene-4-sulfonic acid; at 20 ℃; for 12h;

DOI:10.1080/00397911.2012.714041

Reference yield: 95.0%

ethyl (2R,3S)-2-O-benzyl-3,4-O-isopropylidene-2,3,4-trihydroxybutanoate (340699-28-7) → 2-O-benzyl-3,4-O-isopropylidene-L-threitol (84379-53-3)

Guidance literature:

With lithium borohydride; In methanol; diethyl ether; at 0 ℃; for 2h;

DOI:10.1021/jo0521192

upstream raw materials:

2-Methoxypropene

2-O-benzyl-L-threitol

dimethyl 2,3-O-benzylidene-L-tartrate

acetone

Downstream raw materials:

2-O-benzyl-1-O-hexadecyl-3,4-O-isopropylidene-L-threitol

2-O-benzyl-3,4-O-isopropylidene-L-threose

(S)-4-[(R)-1-(benzyloxy)-2-bromoethyl]-2,2-dimethyl-1,3-dioxolane

4-O-benzoyl-2-O-benzyl-1,2-O-isopropylidene-L-threitol

Refernces

• 1、 Khatravath, Mahender,Mallurwar, Naveen Kumar,Konda, Saidulu,Gaddam, Jagan,Rao, Pallavi,Iqbal, Javed,Arya, Prabhat. "Synthesis of C1–C11 eribulin fragment and its diastereomeric analogues". supporting information. . Retrieved 2019/07/17.
• 2、 Martinková, Miroslava,Mezeiová, Eva,Fabi?íková, Milica,Gonda, Jozef,Pilátová, Martina,Moj?i?, Ján. "Total synthesis of pachastrissamine together with its 4-epi-congener via [3,3]-sigmatropic rearrangements and antiproliferative/cytotoxic evaluation Dedicated to Associated Professor Ladislav Knie?o on the occasion of his 70th birthday". . p. 6 - 24. Retrieved 2015/02/05.