Hydroxy-alpha-sanshool

Base Information

• Chemical Name: Hydroxy-alpha-sanshool
• CAS No.: 83883-10-7
• Molecular Formula: C₁₆H₂₅NO₂
• Molecular Weight: 263.38
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID20700212
• Nikkaji Number: J674.642J
• Wikipedia: Hydroxy_alpha_sanshool,Hydroxy-alpha-sanshool
• Pharos Ligand ID: DRBRKM9ADQ8B
• ChEMBL ID: CHEMBL1084610
• Mol file: 83883-10-7.mol

Synonyms:Hydroxy-alpha-sanshool;83883-10-7;(2E,6Z,8E,10E)-N-(2-HYDROXY-2-METHYLPROPYL)DODECA-2,6,8,10-TETRAENAMIDE;C16H25NO2;CHEMBL1084610;Hydroxy-?a-?sanshool;SCHEMBL1031361;DTXSID20700212;CHEBI:172306;AMY36414;HY-N6825;BDBM50318477;NSC795966;AKOS016001468;NSC-795966;AC-34644;MS-23715;CS-0100239;E80694;A905630;2E6Z8E10E-N-(2-hydroxy-2-methylpropyl)dodeca-2,6,8,10-tetraenamide

Chemical Property of Hydroxy-alpha-sanshool

Chemical Property:

• Boiling Point: 471.5±45.0 °C(Predicted)
• PKA: 14.59±0.29(Predicted)
• PSA: 49.33000
• Density: 0.973±0.06 g/cm3(Predicted)
• LogP: 3.28930
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 8
• Exact Mass: 263.188529040
• Heavy Atom Count: 19
• Complexity: 363

Purity/Quality:

≥98% ^*data from raw suppliers

Hydroxy-α-sanshool 99.37% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC=CC=CC=CCCC=CC(=O)NCC(C)(C)O
• Isomeric SMILES: C/C=C/C=C/C=C\CC/C=C/C(=O)NCC(C)(C)O

Technology Process of Hydroxy-alpha-sanshool

There total 28 articles about Hydroxy-alpha-sanshool 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: 93.0%

C19H25FeNO5 → hydroxy-α-sanshool (97465-69-5,83883-10-7)

Guidance literature:

With trimethylamine-N-oxide; In acetonitrile; at 20 ℃;

DOI:10.1016/j.tetlet.2012.08.135

Reference yield: 92.0%

2E,6Z,8E,10E-dodecatetraenoic acid (18744-21-3) + 1-Amino-2-methyl-propan-2-ol (2854-16-2) → hydroxy-α-sanshool (97465-69-5,83883-10-7)

Guidance literature:

With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; triethylamine; In chloroform; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1055/s-0032-1317172

Reference yield: 84.0%

(2E,8E,10E)-N-(2-hydroxy-2-methylpropyl)dodeca-2,8,10-trien-6-yneamide (1383002-43-4) → hydroxy-α-sanshool (97465-69-5,83883-10-7)

Guidance literature:

With copper diacetate; silver nitrate; zinc; In methanol; water; at 20 ℃; for 20h;

DOI:10.1248/cpb.c12-00382

upstream raw materials:

hydroxy-α-sanshool

(2E,6E)-N-(2-hydroxy-2-methylpropyl)-7-iodohepta-2,6-dieneamide

(E)-N-(2-hydroxy-2-methylpropyl)hept-2-en-6-ynamide

(E)-hept-2-en-6-ynoic acid

Downstream raw materials:

beta-Hydroxy-Sanshool

Refernces

• 1、 Zhou, Jianjun,Xiao, Yan,Chen, Taiping,Gao, Jiyu,Huang, Wencai,Li, Zicheng. "Synthesis of hydroxy-α-sanshool". . p. 310 - 314. Retrieved 2020/12/02.
• 2、 -. "Method for producing sanshool". Paragraph 0067. . Retrieved 2017/02/23.