Valienamine

Base Information

• Chemical Name: Valienamine
• CAS No.: 38231-86-6
• Molecular Formula: C7H13NO4
• Molecular Weight: 175.185
• Hs Code.: 2922199090
• DSSTox Substance ID: DTXSID80191622
• Nikkaji Number: J126.236J
• Wikipedia: Valienamine
• Wikidata: Q427997
• Metabolomics Workbench ID: 122962
• ChEMBL ID: CHEMBL1230806
• Mol file: 38231-86-6.mol

Synonyms:C(7)-cyclitol;valienamine;valienol

Chemical Property of Valienamine

Chemical Property:

• Appearance/Colour: Slightly yellow solid
• Vapor Pressure: 3.06E-07mmHg at 25°C
• Refractive Index: 1.648
• Boiling Point: 377.3 °C at 760 mmHg
• PKA: 13.47±0.70(Predicted)
• Flash Point: 182 °C
• PSA: 106.94000
• Density: 1.525 g/cm³
• LogP: -1.97100
• Storage Temp.: Hygroscopic, Store under Inert atmosphere Refrigerator
• Solubility.: Water (Slightly)
• XLogP3: -3.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 175.08445790
• Heavy Atom Count: 12
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

Valienamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(C(C(C1N)O)O)O)CO
• Isomeric SMILES: C1=C([C@H]([C@@H]([C@H]([C@H]1N)O)O)O)CO
• Uses: A glucosidase inhibitor which does not anomerise and undergo hydrolysis

Technology Process of Valienamine

There total 77 articles about Valienamine 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: 94.7%

N-(benzyloxycarbonyl)valienamine (83470-76-2) → valienamine (38231-86-6)

Guidance literature:

With barium(II) hydroxide; In water; at 70 - 80 ℃; for 3h;

Reference yield: 92.4%

C21H25NO9 → valienamine (38231-86-6)

Guidance literature:

With barium(II) hydroxide; In water; at 70 - 80 ℃; for 3h;

Reference yield: 91.0%

(1S,2S,3R,6S)-6-Azido-4-hydroxymethyl-cyclohex-4-ene-1,2,3-triol → valienamine (38231-86-6)

Guidance literature:

With hydrogen; In methanol; at 20 ℃; for 3h;

DOI:10.1002/cjoc.201600935

upstream raw materials:

1D-(1,3,6/2)-6-amino-4-benzyloxymethyl-1,2,3-tri-O-benzyltrihydroxycyclohex-4-ene

(1L)-(1,3,4/2)-4-acetamido-1,2,3-tri-O-acetyl-4-[(acetoxy)methyl]cyclohex-5-ene-1,2,3-triol

((3S,4S,5S,6R)-3-Amino-4,5,6-tris-benzyloxy-cyclohex-1-enyl)-methanol; hydrochloride

(1S,2S,3R,4R)-1-amino-3,4-di-O-benzyl-5-(benzyloxymethyl)cyclohex-5-ene-2,3,4-triol

Downstream raw materials:

valienamine 2-β-glucoside

valienamine 4-β-glucoside

valienamine 7-β-glucoside

valienamine 7-α-isomaltoside

Refernces

• 1、 Li, Fenglei,Ding, Wei,Quan, Na,Wu, Jiajia,He, Yungang,Zhu, Xingliang,Shi, Xiaoxin,Zhao, Jianhong. "Improved Stereoselective Syntheses of (+)-Valiolamine and (+)-Valienamine Starting from (–)-Shikimic Acid". . p. 457 - 464. Retrieved 2017.
• 2、 -. "Novel synthesis method of violienamine". Paragraph 0158-0160. . Retrieved 2019/01/16.