Benzyl dihydrogen phosphate

Base Information

• Chemical Name: Benzyl dihydrogen phosphate
• CAS No.: 1623-07-0
• Molecular Formula: C7H9O4P
• Molecular Weight: 188.12
• DSSTox Substance ID: DTXSID60873131
• Nikkaji Number: J469.710C
• Wikidata: Q81978702
• Mol file: 1623-07-0.mol

Synonyms:benzyl dihydrogen phosphate;1623-07-0;(benzyloxy)phosphonic acid;(phenylmethyl) dihydrogen phosphate;benzylphosphoric acid;benzyldihydrogenphosphate;Fosaprepitant Impurity 43;Phosphoric acid benzyl ester;Phosphorsaure-monobenzylester;SCHEMBL206610;DTXSID60873131;YTFJQDNGSQJFNA-UHFFFAOYSA-N;BCP17603;AKOS006278274;F76326;WZT

Chemical Property of Benzyl dihydrogen phosphate

Chemical Property:

• XLogP3: -0.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 188.02384576
• Heavy Atom Count: 12
• Complexity: 170

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COP(=O)(O)O

Technology Process of Benzyl dihydrogen phosphate

There total 15 articles about Benzyl dihydrogen phosphate 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: 94.0%

Benzyl di-tert-butyl phosphate (37173-17-4) → monobenzylphosphate (1623-07-0)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 4h;

DOI:10.1055/s-1988-27494

Reference yield: 79.4%

benzyl alcohol (100-51-6,185532-71-2) → monobenzylphosphate (1623-07-0)

Guidance literature:

With phosphoric acid; triethylamine; trichloroacetonitrile; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tetlet.2021.152917

Reference yield:

phosphoric acid benzyl ester-bis-(4-nitro-phenyl ester) (64108-81-2) → monobenzylphosphate (1623-07-0)

Guidance literature:

With 1,4-dioxane; lithium hydroxide; at 20 ℃; Erhitzen des Reaktionsprodukts mit wss. LiOH;

DOI:10.1021/ja01571a035

upstream raw materials:

phosphoric acid dibenzyl ester

phosphoric acid benzyl ester-bis-(4-nitro-phenyl ester)

benzyl chloride

benzyl alcohol

Downstream raw materials:

benzyl bis((3-phenylpropyl)carbonyloxymethyl)phosphate

bis(cyclohexylammonium)benzyl phosphate

lithium benzyl (1H-imidazol-1-yl)phosphonate

(S)-2-benzamido-3-((4-methoxyphenethyl)amino)-3-oxopropyl monobenzyl dihydrogen diphosphate

Refernces

• 1、 Mou, Zhaobiao,Chen, Xueyuan,Wang, Chao,Wang, Tao,Yang, Hongzhang,Li, Zijing. "Nucleophilic 18F-fluorination of phosphorofluoridates and phosphonofluoridic acids via imidazole-activated precursors". supporting information. . Retrieved 2021/03/03.
• 2、 Marmelstein, Alan M.,Yates, Lisa M.,Conway, John H.,Fiedler, Dorothea. "Chemical pyrophosphorylation of functionally diverse peptides". supporting information. p. 108 - 111. Retrieved 2014/01/23.