179939-65-2

Basic information

• Product Name: (1S,3S)-2-Benzyl-3-cyanomethyl-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-2,3,4,9-tetrahydro-9-methyl-1H-pyrido[3,4-b]indole
• Synonyms: (1S,3S)-2-Benzyl-3-cyanomethyl-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-2,3,4,9-tetrahydro-9-methyl-1H-pyrido[3,4-b]indole
• CAS NO: 179939-65-2
• Molecular Weight: 597.875
• Mol File: 179939-65-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (1S,3S)-2-Benzyl-3-cyanomethyl-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-2,3,4,9-tetrahydro-9-methyl-1H-pyrido[3,4-b]indole(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3S)-2-Benzyl-3-cyanomethyl-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-2,3,4,9-tetrahydro-9-methyl-1H-pyrido[3,4-b]indole(179939-65-2)
• EPA Substance Registry System: (1S,3S)-2-Benzyl-3-cyanomethyl-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-2,3,4,9-tetrahydro-9-methyl-1H-pyrido[3,4-b]indole(179939-65-2)

Safety Data

• Hazardous Substances Data: 179939-65-2(Hazardous Substances Data)

Upstream product

• 73-22-3 L-Tryptophan 
• 154-09-6 L-tryptophanol 
• 66087-99-8 (3S)-3-amino-4-(1H-indol-3-yl)butanenitrile 
• 112897-03-7 3-(tert-butyldiphenylsilyloxy)-1-propanal 
• 179939-63-0 (1S,3S)-3-Cyanomethyl-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 
• 58479-61-1 tert-butylchlorodiphenylsilane 
• 127047-71-6 3-(tert-butyldiphenylsilyloxy)propan-1-ol 
• 179939-64-1 (1S,3S)-2-Benzyl-3-cyanomethyl-1-[2-(tert-butyldiphenylsilyloxy)ethyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole 
• 74-88-4 methyl iodide 

Downstream Products

• 318276-43-6 (1S,3S)-2-Benzyl-3-cyanomethyl-1-formylmethyl-2,3,4,9-tetrahydro-9-methyl-1H-pyrido[3,4-b]indole 
• 318276-42-5 (E)-4-((1S,3S)-2-Benzyl-3-cyanomethyl-9-methyl-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-but-2-enenitrile 
• 1426235-83-7 C₂₆H₂₈N₂O₃ 
• 1426235-98-4 C₂₈H₃₈N₂O₄ 
• 1426235-97-3 C₂₈H₃₈N₂O₄ 
• 651006-21-2 C₂₅H₂₇N₃O 
• 651006-22-3 C₂₅H₂₆N₂O₂ 
• 1426235-78-0 C₂₆H₃₀N₂O₂ 
• 1426235-77-9 C₂₈H₃₅N₃O₃ 
• 1426235-80-4 C₂₅H₂₄N₂O₃ 
• 1426235-85-9 C₂₅H₃₀N₂O₃ 
• 1426235-81-5 C₂₇H₃₁N₃O₄ 
• 1426235-86-0 C₂₇H₃₇N₃O₄ 
• 1426235-82-6 C₂₈H₃₃N₃O₄ 

Relevant articles and documents

Stereoselectivity and conformational control in the synthesis of ajmaline and epi-ajmaline alkaloids

Careful choice of the N-protecting group provides crucial conformational control, allowing ring-closure to the indole 3-position in the late stages of the synthesis of ajmaline alkaloids; the choice of protecting group and reducing agent can also provide access to either the natural or epi configuration at the indole 2-position.

A total asymmetric synthesis of (-)-suaveoline

A new total synthesis of (-)-suaveoline from L-tryptophan is reported (overall yield ca. 14%); key steps include a high yielding cis-specific Pictet-Spengler reaction, a one-pot Horner-Wadsworth-Emmons/alkylation procedure, a vinylogous Thorpe cyclization