(S)-1-Amino-benzyl phosphonic acid

Base Information

• Chemical Name: (S)-1-Amino-benzyl phosphonic acid
• CAS No.: 37714-06-0
• Molecular Formula: C7H10 N O3 P
• Molecular Weight: 187.135
• Hs Code.: 2931900090
• Nikkaji Number: J922.968J
• Mol file: 37714-06-0.mol

Synonyms:37714-06-0;(S)-1-AMINO-BENZYL PHOSPHONIC ACID;[(S)-amino(phenyl)methyl]phosphonic acid;(S)-(Amino(phenyl)methyl)phosphonic acid;(S)-1-Amino-benzylphosphonic acid;SCHEMBL5223252;MFCD00797889;AKOS032428845;[(S)-alpha-Aminobenzyl]phosphonic acid;(s)-1-amino-1-phenylmethylphosphonic acid;CS-0451855;EN300-6762578

Chemical Property of (S)-1-Amino-benzyl phosphonic acid

Chemical Property:

• PSA: 93.36000
• LogP: 1.52190
• XLogP3: -3.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 187.03983018
• Heavy Atom Count: 12
• Complexity: 185

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(N)P(=O)(O)O
• Isomeric SMILES: C1=CC=C(C=C1)[C@@H](N)P(=O)(O)O

Technology Process of (S)-1-Amino-benzyl phosphonic acid

There total 38 articles about (S)-1-Amino-benzyl phosphonic acid 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%

N-[((2S,6S)-3-tert-Butyl-6-methyl-2-oxo-2λ5-[1,3,2]oxazaphosphinan-2-yl)-phenyl-methyl]-acetamide (141671-86-5) → (S)-4-N-tert-butylamino-2-butanol (111525-41-8) + (S)-amino(phenyl)methylphosphonic acid (37714-06-0)

Guidance literature:

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

DOI:10.1016/S0040-4020(01)88883-9

Reference yield: 92.0%

(SS)-(+)-N-p-toluenesulfinyl-1-amino-1-phenylmethyl-bis(diethylamino)phosphine borane → (S)-amino(phenyl)methylphosphonic acid (37714-06-0)

Guidance literature:

With hydrogenchloride; acetic acid; In water; for 4h; Heating;

DOI:10.1016/S0957-4166(02)00684-5

Reference yield: 91.0%

(S)-bis(2-methoxyphenyl) 1-amino-1-phenylmethylphosphonate (1354633-60-5) → (S)-amino(phenyl)methylphosphonic acid (37714-06-0)

Guidance literature:

(S)-bis(2-methoxyphenyl) 1-amino-1-phenylmethylphosphonate; With water; hydrogen bromide; In acetic acid; at 120 ℃; Inert atmosphere;

With methyloxirane; In ethanol; for 3h; Inert atmosphere;

DOI:10.1002/adsc.201100482

upstream raw materials:

D-1-(N-Phenylacetylamino)-1-phenylmethylphosphonic acid

1-amino-1-phenylmethylphosphonic acid

1-(N-Phenylacetylamino)-1-phenylmethylphosphonic acid

benzaldehyde

Downstream raw materials:

(S)-1-(Benzyloxycarbonylamino)-phenylmethanephosphonic acid

(S) dimethyl 1-(benzyloxycarbonylamino)phenylmethylphosphonate

(S)-Ethyl hydrogen 1-(benzyloxycarbonylamino)-phenylmethanephosphonate

Refernces

• 1、 Lyzwa, Piotr. "Double asymmetric induction in the synthesis of enantiomeric α-aminophosphonic acids mediated by sulfinimines". . p. 15 - 19. Retrieved 2014/02/14.
• 2、 Ohara, Mutsuyo,Nakamura, Shuichi,Shibata, Norio. "Direct enantioselective three-component kabachnik-fields reaction catalyzed by chiral bis(imidazoline)-zinc(II) catalysts". . p. 3285 - 3289. Retrieved 2012/01/30.