(2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine

Base Information

• Chemical Name: (2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine
• CAS No.: 1582740-94-0
• Molecular Formula: C₁₈H₂₂O₂
• Molecular Weight: 270.371
• Mol file: 1582740-94-0.mol

Synonyms:(2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine

Chemical Property of (2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine

There total 1 articles about (2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine 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: 87.0%

(S)-1-((2R,7R)-7-ethynyl-2,3,6,7-tetrahydrooxepin-2-yl)propan-1-ol (1582740-92-8) + benzyl bromide (100-39-0) → (2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine (1582740-94-0)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 70 ℃; Inert atmosphere;

DOI:10.1039/c4cc00389f

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + (2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine (1582740-94-0) → C19H24O3 (1582740-97-3)

Guidance literature:

(2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 0.25h; Inert atmosphere;

formaldehyd; In tetrahydrofuran; hexane; at 20 ℃; Inert atmosphere;

DOI:10.1039/c4cc00389f

Reference yield:

(2R,7R)-2-((S)-1-(benzyloxy)propyl)-7-ethynyl-2,3,6,7-tetrahydrooxepine (1582740-94-0) → (S)-1-((2S,7R)-7-((S)-1-(benzyloxy)propyl)-2,3,6,7-tetrahydrooxepin-2-yl)propane-1,3-diol (1582741-08-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.25 h / -20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 20 °C / Inert atmosphere

3.1: diethyl (2R,3R)-tartrate; titanium(IV) isopropylate / dichloromethane / 0.5 h / -20 °C / Molecular sieve

3.2: 8 h / 20 °C / Molecular sieve

4.1: Red-Al^? / tetrahydrofuran; toluene / 3 h / 0 °C / Inert atmosphere

With titanium(IV) isopropylate; lithium aluminium tetrahydride; n-butyllithium; diethyl (2R,3R)-tartrate; In tetrahydrofuran; hexane; dichloromethane; toluene;

DOI:10.1039/c4cc00389f

upstream raw materials:

(S)-1-((2R,7R)-7-ethynyl-2,3,6,7-tetrahydrooxepin-2-yl)propan-1-ol

benzyl bromide

Downstream raw materials:

C₁₉H₂₄O₃

(S)-1-((2S,7R)-7-((S)-1-(benzyloxy)propyl)-2,3,6,7-tetrahydrooxepin-2-yl)propane-1,3-diol

C₁₉H₂₆O₄

C₃₁H₅₆O₄Si₂