Dibenzyl hydrogen phosphite

Base Information

• Chemical Name: Dibenzyl hydrogen phosphite
• CAS No.: 538-60-3
• Molecular Formula: C14H15O3P
• Molecular Weight: 262.245
• Hs Code.: 2920901900
• NSC Number: 49746
• DSSTox Substance ID: DTXSID80871270
• Nikkaji Number: J35.506B
• Mol file: 538-60-3.mol

Synonyms:Dibenzyl hydrogen phosphite;538-60-3;Phosphorous acid, bis(phenylmethyl) ester;SCHEMBL51153;Dibenzyl hydrogen phosphite #;DTXSID80871270;DYUGVWSETOTNKQ-UHFFFAOYSA-N;Benzyl phosphite (C7H7O)2(HO)P;NSC49746;NSC-49746;AKOS015896399

Chemical Property of Dibenzyl hydrogen phosphite

Chemical Property:

• Appearance/Colour: Light Yellow Oil
• Refractive Index: n20/D 1.555(lit.)
• Boiling Point: 435.3 °C at 760 mmHg
• Flash Point: 217 °C
• PSA: 52.28000
• Density: 1.187 g/mL at 25 °C(lit.)
• LogP: 3.63920
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 262.07588133
• Heavy Atom Count: 18
• Complexity: 191

Purity/Quality:

≥99.0% ^*data from raw suppliers

DibenzylHydrogenPhosphate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COP(O)OCC2=CC=CC=C2
• Uses: Dibenzyl Hydrogen Phosphate (cas# 538-60-3) is a compound useful in organic synthesis.

Technology Process of Dibenzyl hydrogen phosphite

There total 5 articles about Dibenzyl hydrogen phosphite 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: 67.0%

tetrahydropyridine-dibenzyl phosphonate + Dibenzyl N,N-diisopropylphosphoramidite (108549-23-1) → dibenzyl hydrogen phosphite (538-60-3)

Guidance literature:

With 1H-tetrazole; In dichloromethane;

Reference yield: 65.0%

1.3-butanediol (18826-95-4,107-88-0) + tribenzyl phosphite (15205-57-9) → dibenzyl [[bis(benzyloxy)phosphoryl]oxy]phosphonate (990-91-0) + dibenzyl hydrogen phosphite (538-60-3) + 3-(dibenzyl)phosphoryloxy-1-methyl-1-propanol (123417-01-6)

Guidance literature:

tribenzyl phosphite; With iodine; In dichloromethane; at 0 - 20 ℃; for 0.416667h;

1.3-butanediol; With pyridine; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1080/10426500108040232

Reference yield:

C32H41O6P → dibenzyl hydrogen phosphite (538-60-3) + isopropyl 2-(benzyloxy)-8-(bis(benzyloxy)phosphoryloxy)octanoate (1358536-67-0)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2011.12.025

upstream raw materials:

benzyl alcohol

1.3-butanediol

tribenzyl phosphite

Dibenzyl N,N-diisopropylphosphoramidite

Downstream raw materials:

[3-(4-amino-2-methyl-pyrimidin-5-ylmethyl)-3a-methyl-hexahydro-furo[2,3-d]thiazol-2-yl]-phosphonic acid dibenzyl ester

[9-(2-hydroxy-ethyl)-2,9a-dimethyl-5,9,9a,10-tetrahydro-pyrimido[4,5-d]thiazolo[3,4-a]pyrimidin-7-yl]-phosphonic acid dibenzyl ester

dibenzyl phosphochloridate

(1-Methyl-heptyl)-phosphoramidic acid dibenzyl ester

Refernces

• 1、 Harrison, Aidan N.,Reichau, Sebastian,Parker, Emily J.. "Synthesis and evaluation of tetrahedral intermediate mimic inhibitors of 3-deoxy-D-manno-octulosonate 8-phosphate synthase". . p. 907 - 911. Retrieved 2012/03/26.
• 2、 -. "Method and compositions for identifying anti-HIV therapeutic compounds". . . Retrieved 2008/06/13.