(1S,2R,3R)-benzyloxy-3-hydroxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal

Base Information

• Chemical Name: (1S,2R,3R)-benzyloxy-3-hydroxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal
• CAS No.: 78907-92-3
• Molecular Formula: C₁₈H₂₄O₄S₂
• Molecular Weight: 368.518
• Mol file: 78907-92-3.mol

Synonyms:(1S,2R,3R)-benzyloxy-3-hydroxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal

Chemical Property of (1S,2R,3R)-benzyloxy-3-hydroxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R,3R)-benzyloxy-3-hydroxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal

There total 5 articles about (1S,2R,3R)-benzyloxy-3-hydroxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal 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:

(2R)-2-benzyloxy-4-oxo-1,6-hexanedial 4-ethylene dithioacetal (78907-88-7) → (1S,2R,3R)-benzyloxy-3-hydroxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal (78907-92-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / 1N pyrrolidine acetate / toluene / 0 °C

2: 80 percent / p-toluenesulfonic acid / toluene / Ambient temperature

3: 1.) diborane, 2.) alkaline hydrogen peroxide

With alkaline hydrogen peroxide; pyrrolidine acetic acid; toluene-4-sulfonic acid; diborane; In toluene;

DOI:10.1002/hlca.19810640419

Reference yield:

(3R)-3-benzyloxy-5-oxo-1-cyclopentene-1-carbaldehyde 5-ethylene dithioacetal (78907-89-8) → (1S,2R,3R)-benzyloxy-3-hydroxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal (78907-92-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / p-toluenesulfonic acid / toluene / Ambient temperature

2: 1.) diborane, 2.) alkaline hydrogen peroxide

With alkaline hydrogen peroxide; toluene-4-sulfonic acid; diborane; In toluene;

DOI:10.1002/hlca.19810640419

Reference yield:

3-benzyloxy-5,5-(ethylenedithio)-1,2-cyclohexanediol → (1S,2R,3R)-benzyloxy-3-hydroxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal (78907-92-3)

Guidance literature:

Multi-step reaction with 4 steps

1: lead tetraacetate / toluene / Ambient temperature

2: 95 percent / 1N pyrrolidine acetate / toluene / 0 °C

3: 80 percent / p-toluenesulfonic acid / toluene / Ambient temperature

4: 1.) diborane, 2.) alkaline hydrogen peroxide

With lead(IV) acetate; alkaline hydrogen peroxide; pyrrolidine acetic acid; toluene-4-sulfonic acid; diborane; In toluene;

DOI:10.1002/hlca.19810640419

upstream raw materials:

(3R)-3-benzyloxy-5-oxo-1-cyclopentene-1-carbaldehyde 1-propylene-acetal 5-ethylene-dithioacetal

(2R)-2-benzyloxy-4-oxo-1,6-hexanedial 4-ethylene dithioacetal

(3R)-3-benzyloxy-5-oxo-1-cyclopentene-1-carbaldehyde 5-ethylene dithioacetal

Downstream raw materials:

(1S,2R,3R)-benzyloxy-3-heptyloxy-2-(oxo-5-ethylene-dithioacetal)cyclopentanecarbaldehyde trimethylene-acetal

(1R,2R,3S)-benzyloxy-3-hydroxy-2-cyclopentanecarbaldehyde trimethylene-acetal

(1R,2R,3S)-benzyloxy-3-oxo-2-cyclopentanecarbaldehyde trimethylene-acetal

(1S,2R,3R)-benzyloxy-3-heptyloxy-2-cyclopentanecarbaldehyde