(3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-(phenylthio)butyl]-N-(1,1-dimethylethyl)decahydro-3-isoquinolinecarboxamide

Base Information

• Chemical Name: (3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-(phenylthio)butyl]-N-(1,1-dimethylethyl)decahydro-3-isoquinolinecarboxamide
• CAS No.: 159878-05-4
• Molecular Formula: C24H39N3O2S
• Molecular Weight: 433.659
• DSSTox Substance ID: DTXSID101105404
• Nikkaji Number: J1.575.441I
• Mol file: 159878-05-4.mol

Synonyms:159878-05-4;(3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-(phenylthio)butyl]-N-(1,1-dimethylethyl)decahydro-3-isoquinolinecarboxamide;(3S,4aS,8aS)-2-((2R,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl)-N-(tert-butyl)decahydroisoquinoline-3-carboxamide;(3S,4As,8aS)-2-[(2R,3R)-3-amino-2-hydroxy-4-phenylsulfanylbutyl]-N-tert-butyl-3,4,4a,5,6,7,8,8a-octahydro-1H-isoquinoline-3-carboxamide;3-Isoquinolinecarboxamide, 2-[(2R,3R)-3-amino-2-hydroxy-4-(phenylthio)butyl]-N-(1,1-dimethylethyl)decahydro-, (3S,4aS,8aS)-;[3S-(3S,4aS,8aS,2'R,3'R)]-2-[3'-Amino-2'-hydroxy-4'-(phenyl)thio]butyldecahydroisoquinoline-3-N-t-butylcarboxamide;SCHEMBL8502777;FWGHKOLIXLOLBU-XRYRHKQGSA-N;DTXSID101105404;AKOS030241894;CS-T-02785;(3S, 4aS, 8aS)-2-((2R, 3R)-3-amino-2-hydroxy-4-phenylthiobutyl)-decahydroisoquinoline-3-carboxylic acid t-butylamide;(3S,4abeta,8abeta)-N-tert-Butyl-2-[(2R,3R)-2-hydroxy-3-amino-4-(phenylthio)butyl]decahydroisoquinoline-3alpha-carboxamide;(3S,4aS,8aS)-2-((2R,3R)-3-amino-2-hydroxy-4-phenylthiobutyl)-decahydroisoquinoline-3-carboxylic acid t-butylamide;(3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-(phenylthio)butyl]-N-(1,1-dimethylethyl)decahydro-3-isoq

Chemical Property of (3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-(phenylthio)butyl]-N-(1,1-dimethylethyl)decahydro-3-isoquinolinecarboxamide

Chemical Property:

• Melting Point: 136-138 °C
• Boiling Point: 617.4±44.0 °C(Predicted)
• PKA: 12.35±0.45(Predicted)
• PSA: 107.38000
• Density: 1.15±0.1 g/cm3(Predicted)
• LogP: 4.74080
• Solubility.: Acetone, Chloroform, Dichlormethane, Ethyl Acetate, Methanol
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 433.27629867
• Heavy Atom Count: 30
• Complexity: 547

Purity/Quality:

99% ^*data from raw suppliers

(3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-(phenylthio)butyl]-N-(1,1-dimethylethyl)decahydro-3-isoquinolinecarboxamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)NC(=O)C1CC2CCCCC2CN1CC(C(CSC3=CC=CC=C3)N)O
• Isomeric SMILES: CC(C)(C)NC(=O)[C@@H]1C[C@@H]2CCCC[C@@H]2CN1C[C@H]([C@H](CSC3=CC=CC=C3)N)O

Technology Process of (3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-(phenylthio)butyl]-N-(1,1-dimethylethyl)decahydro-3-isoquinolinecarboxamide

There total 5 articles about (3S,4aS,8aS)-2-[(2R,3R)-3-Amino-2-hydroxy-4-(phenylthio)butyl]-N-(1,1-dimethylethyl)decahydro-3-isoquinolinecarboxamide 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: 86.0%

C30H42N4O6S2 (1204294-00-7) → (3S,4AS,8AS)-2-((2R,3R)-3-amino-2-hydroxy-4-phenylthiobutyl)-decahydroisoquinoline-3-carboxylic acid t-butylamide (159878-05-4)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 2-hydroxyethanethiol; In N,N-dimethyl-formamide; at 60 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jo902048t

Reference yield: 85.0%

(3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide (128019-40-9,149510-73-6,136465-81-1,168899-60-3) + benzyl [(1R)-1-[(2S)-2-oxiranyl]-2-(phenylsulfanyl)ethyl]carbamate (163462-16-6) → (3S,4AS,8AS)-2-((2R,3R)-3-amino-2-hydroxy-4-phenylthiobutyl)-decahydroisoquinoline-3-carboxylic acid t-butylamide (159878-05-4)

Guidance literature:

(3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide; benzyl [(1R)-1-[(2S)-2-oxiranyl]-2-(phenylsulfanyl)ethyl]carbamate; In isopropyl alcohol; at 70 - 75 ℃; for 5h;

With potassium hydroxide; In water; isopropyl alcohol; at 70 - 75 ℃; for 15h;

Reference yield: 85.0%

aqueous potassium hydroxide + (3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide (128019-40-9,149510-73-6,136465-81-1,168899-60-3) + benzyl [(1R)-1-[(2S)-2-oxiranyl]-2-(phenylsulfanyl)ethyl]carbamate (163462-16-6) → (3S,4AS,8AS)-2-((2R,3R)-3-amino-2-hydroxy-4-phenylthiobutyl)-decahydroisoquinoline-3-carboxylic acid t-butylamide (159878-05-4)

Guidance literature:

In toluene;

upstream raw materials:

(3S,4aS,8aS)-N-tert-butyl-decahydroisoquinoline-3-carboxamide

benzyl [(1R)-1-[(2S)-2-oxiranyl]-2-(phenylsulfanyl)ethyl]carbamate

(3S,4aS,8aS)-N-tert-butyl-2-[(2R,3R)-3-benzyloxycarbonylamino-2-hydroxy-4-(phenylthio)butyl]decahydroisoquinoline-3-carboxamide

C₃₀H₄₂N₄O₆S₂

Downstream raw materials:

(3S,4AS,8AS)-2-[(2R,3R)-3-(3-acetoxy-2-methylbenzoylamino)-2-hydroxy-4-phenylthiobutyl]decahydroisoquinoline-3-carboxylic acid t-butylamide