(3S)-3-mercapto-1-heptyl acetate

Base Information

• Chemical Name: (3S)-3-mercapto-1-heptyl acetate
• CAS No.: 914910-70-6
• Molecular Formula: C₉H₁₈O₂S
• Molecular Weight: 190.307
• Mol file: 914910-70-6.mol

Synonyms:

Chemical Property of (3S)-3-mercapto-1-heptyl acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-3-mercapto-1-heptyl acetate

There total 6 articles about (3S)-3-mercapto-1-heptyl acetate 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:

E-hept-2-enoic acid (10352-88-2) → (3S)-3-mercapto-1-heptyl acetate (914910-70-6,548774-80-7)

Guidance literature:

Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride

2: diethyl (2S,3S)-tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane; decane / 8 h / -20 - -15 °C / Molecular sieve; Inert atmosphere

3: titanium(IV) isopropylate; thiourea / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

4: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 6 h / 0 - 20 °C / Inert atmosphere

5: pyridine / 8 h / -20 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; diethyl (2S,3S)-tartrate; thiourea; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; decane; dichloromethane; toluene; 2: |Sharpless Asymmetric Epoxidation;

DOI:10.3184/174751914X13989627250405

Reference yield:

pentanal (110-62-3) → (3S)-3-mercapto-1-heptyl acetate (914910-70-6,548774-80-7)

Guidance literature:

Multi-step reaction with 6 steps

1: pyridine; piperidine / 24 h / 20 - 45 °C

2: lithium aluminium tetrahydride

3: diethyl (2S,3S)-tartrate; titanium(IV) isopropylate; tert.-butylhydroperoxide / dichloromethane; decane / 8 h / -20 - -15 °C / Molecular sieve; Inert atmosphere

4: titanium(IV) isopropylate; thiourea / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

5: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 6 h / 0 - 20 °C / Inert atmosphere

6: pyridine / 8 h / -20 °C

With piperidine; pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; diethyl (2S,3S)-tartrate; thiourea; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; decane; dichloromethane; toluene; 1: |Knoevenagel Condensation / 3: |Sharpless Asymmetric Epoxidation;

DOI:10.3184/174751914X13989627250405

Reference yield:

(2R,3R)-(3-butyloxiranyl)methyl alcohol (104528-17-8,76639-81-1,84248-80-6,84248-81-7,97275-47-3,138051-65-7,144831-33-4) → (3S)-3-mercapto-1-heptyl acetate (914910-70-6,548774-80-7)

Guidance literature:

Multi-step reaction with 3 steps

1: titanium(IV) isopropylate; thiourea / tetrahydrofuran / 2 h / 20 °C / Inert atmosphere

2: sodium bis(2-methoxyethoxy)aluminium dihydride / tetrahydrofuran; toluene / 6 h / 0 - 20 °C / Inert atmosphere

3: pyridine / 8 h / -20 °C

With pyridine; titanium(IV) isopropylate; thiourea; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene;

DOI:10.3184/174751914X13989627250405

upstream raw materials:

(2R,3R)-(3-butyloxiranyl)methyl alcohol

E-hept-2-enoic acid

(3S)-3-mercapto-1-heptanol

acetic anhydride