Einecs 278-650-1

Base Information

• Chemical Name: Einecs 278-650-1
• CAS No.: 77256-87-2
• Molecular Formula: C15H16O2
• Molecular Weight: 228.291
• European Community (EC) Number: 278-650-1
• DSSTox Substance ID: DTXSID30998502
• Mol file: 77256-87-2.mol

Synonyms:EINECS 278-650-1;77256-87-2;Syn-(1)-7-((phenylmethoxy)methyl)bicyclo(2.2.1)hept-5-en-2-one;SCHEMBL11824861;DTXSID30998502;LSDGHFTXHLNHLS-UHFFFAOYSA-N;7-[(BENZYLOXY)METHYL]BICYCLO[2.2.1]HEPT-5-EN-2-ONE

Chemical Property of Einecs 278-650-1

Chemical Property:

• PSA: 26.30000
• LogP: 2.59440
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 228.115029749
• Heavy Atom Count: 17
• Complexity: 315

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C=CC(C2COCC3=CC=CC=C3)C1=O

Technology Process of Einecs 278-650-1

There total 3 articles about Einecs 278-650-1 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: 97.0%

C17H20O3 (77256-86-1) → (1R*,4S*,7S*)-7-<(benzyloxy)methyl>bicyclo<2.2.1>hept-5-en-2-one (77256-87-2)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1021/jo00325a035

Reference yield:

benzyl bromide (100-39-0) → (1R*,4S*,7S*)-7-<(benzyloxy)methyl>bicyclo<2.2.1>hept-5-en-2-one (77256-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) benzene, dimethyl sulfoxide, 60 deg C, 4 h, 2.) 8 h

2: 97 percent / 10percent HCl / tetrahydrofuran / 18 h / Ambient temperature

With hydrogenchloride; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jo00325a035

Reference yield:

spirohept-5-ene-2,2'-<1,3>-dioxolane>-7-methanol (77286-93-2) → (1R*,4S*,7S*)-7-<(benzyloxy)methyl>bicyclo<2.2.1>hept-5-en-2-one (77256-87-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / 1.) benzene, dimethyl sulfoxide, 60 deg C, 4 h, 2.) 8 h

2: 97 percent / 10percent HCl / tetrahydrofuran / 18 h / Ambient temperature

With hydrogenchloride; sodium hydride; In tetrahydrofuran;

DOI:10.1021/jo00325a035

upstream raw materials:

C₁₇H₂₀O₃

benzyl bromide

spirohept-5-ene-2,2'-<1,3>-dioxolane>-7-methanol

Downstream raw materials:

(+/-)-2α-hydroxy-5α-phenylmethoxymethyl-3-cyclopentene-1α-acetic acid

2-((1S,4S,5R)-5-Benzyloxymethyl-4-methyl-cyclopent-2-enyl)-propionic acid

(+/-)(3R^*,3aR^*,4S^*,6aR^*)-3,3a,4,6a-tetrahydro-3-methyl-4-<(benzyloxy)methyl>-2H-cyclopentafuran-2-one

(+/-)(3aR^*,4R^*,6aS^*)-3,3a,4,6a-tetrahydro-4-<(benzyloxy)-methyl>-2H-cyclopentafuran-1-one

Refernces