(2R,3R)-3-Hydroxynorleucine

Base Information

• Chemical Name: (2R,3R)-3-Hydroxynorleucine
• CAS No.: 59286-26-9
• Molecular Formula: C6H13NO3
• Molecular Weight: 147.17
• DSSTox Substance ID: DTXSID301296037
• Mol file: 59286-26-9.mol

Synonyms:59286-26-9;(2R,3R)-2-Amino-3-hydroxyhexanoic acid;(2R,3R)-2-Amino-3-hydroxy-hexanoic acid;(2R,3R)-3-HYDROXYNORLEUCINE;SCHEMBL19154434;DTXSID301296037;D-Norleucine, 3-hydroxy-, erythro-;AKOS025404770;(2R,3R)-2-Amino-3-hydroxyhexanoicacid

Chemical Property of (2R,3R)-3-Hydroxynorleucine

Chemical Property:

• Boiling Point: 328.6±32.0 °C(Predicted)
• PKA: 2.39±0.28(Predicted)
• PSA: 83.55000
• Density: 1.185±0.06 g/cm3(Predicted)
• LogP: 0.25960
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Aqueous Acid (Slightly), Water (Slightly)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 147.08954328
• Heavy Atom Count: 10
• Complexity: 116

Purity/Quality:

99% ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCC(C(C(=O)O)N)O
• Isomeric SMILES: CCC[C@H]([C@H](C(=O)O)N)O
• Uses: (2R,3R)-3-Hydroxynorleucine is an analogue of DL-6-Hydroxy Norleucine (H948855) which is an intermediate for antiviral and antihypertensive drugs.

Technology Process of (2R,3R)-3-Hydroxynorleucine

There total 15 articles about (2R,3R)-3-Hydroxynorleucine 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:

anti-2-bromo-3-hydroxyhexanoic acid → (+/-)-erythro-2-amino-3-hydroxy-hexanoic acid (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 ammonia; water;

Reference yield:

(+/-)-erythro-2-amino-3-hydroxy-hexanoic acid (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) → (+/-)-threo-2-amino-3-hydroxy-hexanoic acid (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 thionyl chloride; und Erhitzen des Reaktionsprodukts mit wss.HBr;

upstream raw materials:

D-erythro-2-benzoylamino-3-hydroxy-hexanoic acid

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

copper(II) glycinate

butyraldehyde

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