(1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol

Base Information

• Chemical Name: (1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol
• CAS No.: 259659-53-5
• Molecular Formula: C₂₀H₂₂O₃
• Molecular Weight: 310.393
• Mol file: 259659-53-5.mol

Synonyms:(1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol

Chemical Property of (1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol

There total 6 articles about (1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol 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%

(1R,4S)-4-benzyloxy-3-benzyloxymethyl-cyclopent-2-enyl acetate → (1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol (259659-53-5)

Guidance literature:

With methanol; sodium hydroxide;

DOI:10.1016/j.tet.2009.08.035

Reference yield: 80.0%

(1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-enyl benzoate (259659-52-4) → (1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol (259659-53-5)

Guidance literature:

With potassium carbonate; In methanol; for 3h;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2119::AID-HLCA2119>3.0.CO;2-Y

Reference yield:

(3R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-1-ene (191480-69-0) → (1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol (259659-53-5)

Guidance literature:

Multi-step reaction with 5 steps

1: dimethylsulfoxide / 1 h

2: KOH / ethanol / 0.25 h

3: 73 percent / NaIO₄ / methanol; H₂O / 1 h

4: 85 percent / Ph₃P; DEAD / benzene / 0.5 h / 20 °C

5: 80 percent / K₂CO₃ / methanol / 3 h

With potassium hydroxide; sodium periodate; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In methanol; ethanol; water; dimethyl sulfoxide; benzene; 1: Substitution / 2: Hydrolysis / 3: Elimination / 4: Esterification / 5: Hydrolysis;

DOI:10.1002/(SICI)1522-2675(19991215)82:12<2119::AID-HLCA2119>3.0.CO;2-Y

upstream raw materials:

(1R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-enyl benzoate

(3R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-1-ene

(1S,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]cyclopent-2-en-1-ol

(1S,2S,3R,4S)-4-(phenylmethoxy)-3-[(phenylmethoxy)methyl]-2-(phenylseleno)cyclopentan-1-ol

Downstream raw materials:

(1S,2R,4S,5R)-4-(phenylmethoxy)-5-[(phenylmethoxy)methyl]bicyclo[3.1.0]hexan-2-ol

(1R,2R,4S,5S)-4-Benzyloxy-5-benzyloxymethyl-6-oxa-bicyclo[3.1.0]hexan-2-ol

1-((1R,2S,4S,5S)-4-Benzyloxy-5-benzyloxymethyl-6-oxa-bicyclo[3.1.0]hex-2-yl)-1H-pyrimidine-2,4-dione

(5aS,7S,8S,8aS)-7-Benzyloxy-8-benzyloxymethyl-8-hydroxy-3-methyl-6,7,8,8a-tetrahydro-5aH-cyclopenta[4,5]oxazolo[3,2-a]pyrimidin-2-one