7-Oxabicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1R,2R,4R)-rel- (9CI)

Base Information

Chemical Name:7-Oxabicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1R,2R,4R)-rel- (9CI)
CAS No.:58564-80-0
Molecular Formula:C7H7ClO2
Molecular Weight:158.58
Hs Code.:
Mol file:58564-80-0.mol

Synonyms:7-Oxabicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1R,2R,4R)-rel- (9CI)

Suppliers and Price of 7-Oxabicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1R,2R,4R)-rel- (9CI)

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Total 2 raw suppliers

Chemical Property of 7-Oxabicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1R,2R,4R)-rel- (9CI)

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

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Technology Process of 7-Oxabicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1R,2R,4R)-rel- (9CI)

There total 2 articles about 7-Oxabicyclo[2.2.1]hept-5-ene-2-carbonyl chloride, (1R,2R,4R)-rel- (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: 21.0%

: 110-00-9
furan

: 814-68-6,25189-84-8
acryloyl chloride

: 84752-05-6,58564-81-1,58564-80-0
7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic chloride

Guidance literature:: acryloyl chloride; With 1-butyl-3-methylimidazolium Tetrafluoroborate; at 20 ℃;

furan; at 20 ℃;
DOI:10.1055/s-2002-34868

Reference yield:

: 110-00-9
furan

: 814-68-6,25189-84-8
acryloyl chloride

: 58564-81-1,58564-80-0
C₇H₇ClO₂

Guidance literature:: at -40 - 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201103597

Reference yield:

: 84752-05-6,58564-81-1,58564-80-0
7-oxabicyclo[2.2.1]hept-5-ene-2-carboxylic chloride

: 635678-66-9
(2R,3R,4S)-2,3-epoxy-4-hydroxy-5-hydroxymethyl-cyclohex-5-en-1-one

Guidance literature:: Multi-step reaction with 10 steps

1.1: NaOH; NaHCO₃ / H₂O / 1.5 h

1.2: I₂ / H₂O; CH₂Cl₂ / 2 h / 0 °C

2.1: KOH / dimethylformamide / 17 h / 60 °C

2.2: 90 percent / dimethylformamide / 2 h / 20 °C / sonication

3.1: 92 percent / diisopropylamine; nBuLi / tetrahydrofuran; hexane / 0.17 h / -90 °C

4.1: 49 percent / Pseudomonas stutzeri lipase (Meito TL) / 40 h / 20 °C

5.1: 96 percent / tert-butyl hydroperoxide / VO(acac)2 / CH₂Cl₂; toluene / 12 h / Heating

6.1: 96 percent / NaBH₄ / methanol / 0 - 20 °C

7.1: 84 percent / Et₃N; 4-(dimethylamino)pyridine / CH₂Cl₂ / 15 h / 20 °C

8.1: TEMPO; NaOCl; NaHCO₃ / KBr / CH₂Cl₂; H₂O / 0.67 h / -10 °C

9.1: 84.7 mg / silica gel / toluene / 4.5 h / 70 °C

10.1: MeOH; Amberlyst 15 / 5 h / 20 °C

With methanol; tert.-butylhydroperoxide; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium hydroxide; sodium hydroxide; sodium hypochlorite; sodium tetrahydroborate; n-butyllithium; Amberlyst 15; Pseudomonas stutzeri lipase (Meito TL); silica gel; sodium hydrogencarbonate; triethylamine; diisopropylamine; bis(acetylacetonate)oxovanadium; potassium bromide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo048425h