(3R)-3-[(Oxan-2-yl)oxy]butan-1-ol

Base Information

• Chemical Name: (3R)-3-[(Oxan-2-yl)oxy]butan-1-ol
• CAS No.: 77610-95-8
• Molecular Formula: C9H18O3
• Molecular Weight: 174.24
• DSSTox Substance ID: DTXSID00567027
• Mol file: 77610-95-8.mol

Synonyms:77610-95-8;(3R)-3-[(Oxan-2-yl)oxy]butan-1-ol;SCHEMBL9405664;DTXSID00567027;(3R)-3-((Tetrahydro-2H-pyran-2-yl)oxy)butan-1-ol

Chemical Property of (3R)-3-[(Oxan-2-yl)oxy]butan-1-ol

Chemical Property:

• Boiling Point: 83 - 88 °C (1.5 mmHg)
• PSA: 38.69000
• LogP: 1.30050
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 174.125594432
• Heavy Atom Count: 12
• Complexity: 116

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CCO)OC1CCCCO1
• Isomeric SMILES: C[C@H](CCO)OC1CCCCO1

Technology Process of (3R)-3-[(Oxan-2-yl)oxy]butan-1-ol

There total 3 articles about (3R)-3-[(Oxan-2-yl)oxy]butan-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: 91.0%

ethyl (R)-β-tetrahydropyranyloxybutyrate (79016-08-3,90410-58-5,104372-23-8,117857-83-7,117857-84-8,132073-06-4,132073-08-6) → (R)-3-tetrahydropyranyloxy-1-butanol (40595-23-1,40927-23-9,40927-24-0,77610-95-8,79120-18-6,132073-07-5,132073-09-7)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2.5h; Ambient temperature;

DOI:10.1016/S0040-4020(01)91175-5

Reference yield: 90.0%

(R)-1,3-butanediol 1-benzyl ether 3-THP ether (77564-41-1,77610-96-9) → (R)-3-tetrahydropyranyloxy-1-butanol (40595-23-1,40927-23-9,40927-24-0,77610-95-8,79120-18-6,132073-07-5,132073-09-7)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol;

DOI:10.1016/S0040-4020(01)98857-X

Reference yield:

3,4-dihydro-2H-pyran (110-87-2) → (R)-3-tetrahydropyranyloxy-1-butanol (40595-23-1,40927-23-9,40927-24-0,77610-95-8,79120-18-6,132073-07-5,132073-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 18 h / Ambient temperature

2: 90 percent / H₂, Pd-C / ethanol

With palladium on activated charcoal; hydrogen; pyridinium p-toluenesulfonate; In ethanol; dichloromethane;

DOI:10.1016/S0040-4020(01)98857-X

upstream raw materials:

ethyl (R)-β-tetrahydropyranyloxybutyrate

(R)-1,3-butanediol 1-benzyl ether 3-THP ether

3,4-dihydro-2H-pyran

Downstream raw materials:

(R)-3-<(tetrahydro-2H-pyranyl)oxy>butyl p-toluenesulfonate

2-(((R)-4-phenoxybutan-2-yl)oxy)tetrahydro-2H-pyran

Benzoic acid (R)-3-(tetrahydro-pyran-2-yloxy)-butyl ester