(S)-Norlaudanosoline

Base Information

Chemical Name:(S)-Norlaudanosoline
CAS No.:57073-15-1
Molecular Formula:C16H17NO4
Molecular Weight:287.315
Hs Code.:
UNII:J53ZG4B26T
Nikkaji Number:J761.884K
Wikidata:Q27103811
Metabolomics Workbench ID:51798
ChEMBL ID:CHEMBL348881

Synonyms:(S)-Norlaudanosoline;(S)-Tetrahydropapaveroline;(-)-Tetrahydropapaveroline;Tetrahydropapaveroline, (-)-;J53ZG4B26T;(S)-(-)-Tetrahydropapaveroline;UNII-J53ZG4B26T;CHEBI:28651;(1S)-1-(3,4-dihydroxybenzyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol;1-((3,4-Dihydroxyphenyl)methyl)-1,2,3,4-tetrahydro-6,7-isoquinolinediol, (S)-;6,7-Isoquinolinediol, 1-((3,4-dihydroxyphenyl)methyl)-1,2,3,4-tetrahydro-, (1S)-;57073-15-1;CHEMBL348881;SCHEMBL16602137;(1S)-1-[(3,4-dihydroxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinoline-6,7-diol;C02916;Q27103811;2H4

Suppliers and Price of (S)-Norlaudanosoline

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (S)-Norlaudanosoline

Chemical Property:

PSA：92.95000
LogP:2.26730
XLogP3:1.9
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:287.11575802
Heavy Atom Count:21
Complexity:353

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC(=C(C=C3)O)O
Isomeric SMILES:C1CN[C@H](C2=CC(=C(C=C21)O)O)CC3=CC(=C(C=C3)O)O

Technology Process of (S)-Norlaudanosoline

There total 10 articles about (S)-Norlaudanosoline 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: 62.0%

: 62-31-7
dopamine hydrochloride

: 57073-15-1
(S)-Tetrahydropapaveroline

Guidance literature:: With piruvate; In water; at 37 ℃; for 2h; Enzymatic reaction;
DOI:10.1039/c4gc02325k

Reference yield:

: 51-61-6
dopamine

: 57073-15-1
(S)-Tetrahydropapaveroline

Guidance literature:: dopamine; With transaminase from chromobacterium violaceum; sodium pyruvate; Enzymatic reaction;

With wild-type norcoclaurine synthase from Thalictrum flavum; sodium L-ascorbate; In dimethyl sulfoxide; at 37 ℃; for 6h; pH=7.5; Enzymatic reaction;
DOI:10.1002/anie.201902761

Reference yield:

: 60-18-4,18875-48-4,25619-78-7,30704-25-7
L-tyrosine

: 57073-15-1
(S)-Tetrahydropapaveroline

Guidance literature:: Multi-step reaction with 3 steps

1.1: tyrosinase from Candidatus Nitrosopumilus salaria BD₃₁; sodium L-ascorbate; copper(ll) sulfate pentahydrate; pyridoxal 5'-phosphate / dimethyl sulfoxide / 8 h / 25 °C / pH 5.5 / Enzymatic reaction

2.1: tyrosine decarboxylase from Enterococcus faecalis DC₃₂; sodium L-ascorbate; copper(ll) sulfate pentahydrate; pyridoxal 5'-phosphate / dimethyl sulfoxide / 8 h / 25 °C / pH 5.5 / Enzymatic reaction

3.1: sodium pyruvate; transaminase from chromobacterium violaceum / Enzymatic reaction

3.2: 3407 / 6 h / 37 °C / pH 7.5 / Enzymatic reaction

With copper(ll) sulfate pentahydrate; pyridoxal 5'-phosphate; transaminase from chromobacterium violaceum; tyrosinase from Candidatus Nitrosopumilus salaria BD₃₁; tyrosine decarboxylase from Enterococcus faecalis DC₃₂; sodium pyruvate; sodium L-ascorbate; In dimethyl sulfoxide;
DOI:10.1002/anie.201902761