(R)-3-Hydroxy-7-(tritylthio)-4-heptenoic acid

Base Information

• Chemical Name: (R)-3-Hydroxy-7-(tritylthio)-4-heptenoic acid
• CAS No.: 180973-26-6
• Molecular Formula: C₂₆H₂₆O₃S
• Molecular Weight: 418.557
• DSSTox Substance ID: DTXSID901185751
• Nikkaji Number: J2.565.268A,J3.313.443F

Synonyms:DTXSID901185751;(R)-3-Hydroxy-7-(tritylthio)-4-heptenoic acid;(3R,4E)-3-Hydroxy-7-(tritylthio)-4-heptenoic acid;(3R,4E)-3-Hydroxy-7-[(triphenylmethyl)thio]-4-heptenoic acid;180973-26-6

Chemical Property of (R)-3-Hydroxy-7-(tritylthio)-4-heptenoic acid

Chemical Property:

• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 418.16026586
• Heavy Atom Count: 30
• Complexity: 483

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)SCCC=CC(CC(=O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)C(C2=CC=CC=C2)(C3=CC=CC=C3)SCC/C=C/[C@@H](CC(=O)O)O

Technology Process of (R)-3-Hydroxy-7-(tritylthio)-4-heptenoic acid

There total 11 articles about (R)-3-Hydroxy-7-(tritylthio)-4-heptenoic acid 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: 100.0%

(E)-(R)-3-Hydroxy-7-tritylsulfanyl-hept-4-enoic acid benzyl ester (180973-41-5) → (R,E)-3-hydroxy-7-(tritylthio)hept-4-enoic acid (180973-26-6)

Guidance literature:

With lithium hydroxide; In methanol; water;

DOI:10.1021/ja9613724

Reference yield: 97.0%

(R,E)-3-hydroxy-7-(tosyloxy)hept-4-enoic acid (1009301-27-2) + triphenylmethanethiol (3695-77-0) → (R,E)-3-hydroxy-7-(tritylthio)hept-4-enoic acid (180973-26-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1021/ol702957z

Reference yield: 90.0%

C33H37NO2S3 (1229878-47-0) → (R,E)-3-hydroxy-7-(tritylthio)hept-4-enoic acid (180973-26-6)

Guidance literature:

With water; dihydrogen peroxide; lithium hydroxide; Inert atmosphere;

DOI:10.1021/jm100244y

upstream raw materials:

(E)-(R)-3-Hydroxy-7-tritylsulfanyl-hept-4-enoic acid benzyl ester

(R)-4-Benzyl-3-((E)-(R)-3-hydroxy-7-tritylsulfanyl-hept-4-enoyl)-oxazolidin-2-one

triphenylmethanethiol

S-trityl 3-mercaptopropionaldehyde

Downstream raw materials:

(5E,7R,11R,14S,17E,20S)-methyl 17-ethylidene-7-hydroxy-11,20-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-14-(tritylthiomethyl)-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

methyl (7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oate

(3S,6S,9R,12R,16S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-9,12-diisopropyl-16-((E)-4-tritylsulfanyl-but-1-enyl)-6-tritylsulfanylmethyl-1-oxa-4,7,10,13-tetraaza-cyclohexadecane-2,5,8,11,14-pentaone

(7R,11R,14R,17S,20S,E)-20-[(R)-1-(tert-butyldimethylsiloxy)ethyl]-7-hydroxy-11,14-diisopropyl-9,12,15,18-tetraoxo-1,1,1-triphenyl-17-tritylthiomethyl-2-thia-10,13,16,19-tetraazahenicos-5-en-21-oic acid

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