(2S,3S)-2-AMINO-3-HYDROXY-HEXANOIC ACID

Base Information

• Chemical Name: (2S,3S)-2-AMINO-3-HYDROXY-HEXANOIC ACID
• CAS No.: 10148-68-2
• Molecular Formula: C6H13NO3
• Molecular Weight: 147.17
• Hs Code.: 2922509090
• Mol file: 10148-68-2.mol

Synonyms:(2S,3S)-2-AMINO-3-HYDROXY-HEXANOIC ACID;(2S,3S)-3-Hydroxynorleucine

Chemical Property of (2S,3S)-2-AMINO-3-HYDROXY-HEXANOIC ACID

Chemical Property:

• PSA: 83.55000
• LogP: 0.25960
• Storage Temp.: Refrigerator
• Solubility.: Aqueous Acid (Slightly), Water (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2S,3S)-3-Hydroxynorleucine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2S,3S)-3-Hydroxynorleucine is an analogue of DL-6-Hydroxy Norleucine (H948855) which is an intermediate for antiviral and antihypertensive drugs.

Technology Process of (2S,3S)-2-AMINO-3-HYDROXY-HEXANOIC ACID

There total 17 articles about (2S,3S)-2-AMINO-3-HYDROXY-HEXANOIC 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:

(5S,6R)-3-(1-Hydroxy-butyl)-2-oxo-5,6-diphenyl-morpholine-4-carboxylic acid benzyl ester (129274-25-5) → L-erythro β-Hydroxynorleucine (2076-44-0,2076-55-3,10148-68-2,10148-69-3,34042-01-8,50730-80-8,52773-82-7,59286-25-8,59286-26-9,87585-08-8)

Guidance literature:

With hydrogen; palladium dichloride; In tetrahydrofuran; ethanol; under 2068.6 Torr;

DOI:10.1016/S0040-4039(00)94638-0

Reference yield:

butyraldehyde (123-72-8) + glycine (56-40-6,18875-39-3,25718-94-9) → L-3-propylserine (10148-69-3) + L-3-propylserine (10148-68-2)

Guidance literature:

With pyridoxal 5'-phosphate; L-threonine aldolase; In phosphate buffer; at 25 ℃; for 6h; Title compound not separated from byproducts.;

DOI:10.1016/j.tet.2007.06.013

Reference yield:

butyraldehyde (123-72-8) + glycine (56-40-6,18875-39-3,25718-94-9) → L-3-propylserine (10148-68-2)

Guidance literature:

With L-threonine aldolase; pyridoxal 5'-phosphate; diothiothreitol; In water; at 37 ℃; for 3h;

DOI:10.1021/ja9720422

upstream raw materials:

butyraldehyde

glycine

(+/-)-erythro-2-amino-3-hydroxy-hexanoic acid

copper(II) glycinate

Downstream raw materials:

(+/-)-threo-3-hydroxy-2-(4-nitro-benzoylamino)-hexanoic acid

(+/-)-threo-2-amino-3-hydroxy-hexanoic acid

(+/-)-erythro-3-hydroxy-2-(4-nitro-benzoylamino)-hexanoic acid

(+/-)-erythro-3-hydroxy-2-(toluene-4-sulfonylamino)-hexanoic acid

Refernces

• 1、 Kimura, Teiji,Vassilev, Vassil P.,Shen, Gwo-Jenn,Wong, Chi-Huey. "Enzymatic synthesis of β-hydroxy-α-amino acids based on recombinant D- and L-threonine aldolases". . p. 11734 - 11742. Retrieved 1997.
• 2、 Ariyoshi,Yasuda Yamatani. "The structure taste relationships of the dipeptide esters composed of L aspartic acid and β hydroxy amino acids". . p. 326 - 330. Retrieved 1974.