2(3H)-Furanone, 4-ethynyldihydro-3,5-dimethyl-, [3R-(3alpha,4alpha,5alpha)]- (9CI)

Base Information

• Chemical Name: 2(3H)-Furanone, 4-ethynyldihydro-3,5-dimethyl-, [3R-(3alpha,4alpha,5alpha)]- (9CI)
• CAS No.: 162612-26-2
• Molecular Formula: C8H10O2
• Molecular Weight: 138.1638
• Mol file: 162612-26-2.mol

Synonyms:2(3H)-Furanone, 4-ethynyldihydro-3,5-dimethyl-, [3R-(3alpha,4alpha,5alpha)]- (9CI)

Chemical Property of 2(3H)-Furanone, 4-ethynyldihydro-3,5-dimethyl-, [3R-(3alpha,4alpha,5alpha)]- (9CI)

Chemical Property:

• Melting Point: 44.5-45.5 °C
• Boiling Point: 225.1±29.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.04±0.1 g/cm3(Predicted)
• LogP: 0.81720

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(3H)-Furanone, 4-ethynyldihydro-3,5-dimethyl-, [3R-(3alpha,4alpha,5alpha)]- (9CI)

There total 2 articles about 2(3H)-Furanone, 4-ethynyldihydro-3,5-dimethyl-, [3R-(3alpha,4alpha,5alpha)]- (9CI) 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: 95.0%

(2R,3R)-3-((S)-1-Benzyloxy-ethyl)-2-methyl-pent-4-ynoic acid (145071-98-3) → 2(R),4(S)-dimethyl-3(R)-ethynyl-γ-butyrolactone (162612-26-2)

Guidance literature:

With tetraphosphorus decasulfide; In dichloromethane; for 40h; Ambient temperature;

DOI:10.1021/jo970289b

Reference yield:

1-(trimethylsilyl)-3(R*,S*)-methoxy-4(S)-(benzyloxy)-1-pentyne (188911-98-0) → 2(R),4(S)-dimethyl-3(R)-ethynyl-γ-butyrolactone (162612-26-2)

Guidance literature:

Multi-step reaction with 2 steps

2: 88 percent / P₄S₁₀ / CH₂Cl₂ / Ambient temperature

With tetraphosphorus decasulfide; In dichloromethane;

DOI:10.1016/0040-4039(96)01941-7

Reference yield: 94.0%

2(R),4(S)-dimethyl-3(R)-ethynyl-γ-butyrolactone (162612-26-2) → (2S,3S,4R)-2,4-Dimethyl-5-oxo-tetrahydro-furan-3-carboxylic acid

Guidance literature:

With ruthenium trichloride; sodium periodate;

DOI:10.1016/0040-4039(96)01941-7

upstream raw materials:

(2R,3R)-3-((S)-1-Benzyloxy-ethyl)-2-methyl-pent-4-ynoic acid

1-(trimethylsilyl)-3(R*,S*)-methoxy-4(S)-(benzyloxy)-1-pentyne

Downstream raw materials:

2(R)-methyl-3(R)-<1'(S)-hydroxyethyl>-4-pentynoic acid N-(4'-methoxybenzyl)amide

5-[(3R,4R)-3-((S)-1-Hydroxy-ethyl)-4-(4-methoxy-benzylcarbamoyl)-pent-1-ynyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

5-[(3R,4R)-3-((S)-1-Hydroxy-ethyl)-1-(4-methoxy-benzyl)-4-methyl-5-oxo-pyrrolidin-(2Z)-ylidenemethyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester