(1R,2S,3R*)-3-(2-Benzyloxy)ethyl-4-methyl-1,2,3,6-tetrahydrophthalic anhydride

Base Information

Chemical Name:(1R*,2S*,3R*)-3-(2-Benzyloxy)ethyl-4-methyl-1,2,3,6-tetrahydrophthalic anhydride
CAS No.:107953-10-6
Molecular Formula:C₁₈H₂₀O₄
Molecular Weight:300.354
Hs Code.:

Synonyms:

Suppliers and Price of (1R*,2S*,3R*)-3-(2-Benzyloxy)ethyl-4-methyl-1,2,3,6-tetrahydrophthalic anhydride

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of (1R*,2S*,3R*)-3-(2-Benzyloxy)ethyl-4-methyl-1,2,3,6-tetrahydrophthalic anhydride

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of (1R*,2S*,3R*)-3-(2-Benzyloxy)ethyl-4-methyl-1,2,3,6-tetrahydrophthalic anhydride

There total 1 articles about (1R*,2S*,3R*)-3-(2-Benzyloxy)ethyl-4-methyl-1,2,3,6-tetrahydrophthalic anhydride 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: 97.2%

: 108-31-6
maleic anhydride

: 138703-08-9
6-Benzyloxy-3-methyl-1,3-hexadiene

: 107953-10-6,138808-85-2
(1R*,2S*,3R*)-3-(2-Benzyloxy)ethyl-4-methyl-1,2,3,6-tetrahydrophthalic anhydride

Guidance literature:: With hydroquinone; In benzene; for 19h; Heating;
DOI:10.1248/cpb.39.2540

Reference yield:

: 107953-10-6,138808-85-2
(1R*,2S*,3R*)-3-(2-Benzyloxy)ethyl-4-methyl-1,2,3,6-tetrahydrophthalic anhydride

: 107953-18-4
(4S,6R)-6-(2-Benzyloxy)ethyl-4-hydroxymethyl-1,5,5-trimethylcyclohexene

Guidance literature:: Multi-step reaction with 8 steps

1: 1) NaHCO₃, 2) KI, I₂ / 1) water, 2 h, r.t., 2) water, 17 h, r.t.

2: 4.58 g / BH₃*Me₂S, B(OMe)3 / tetrahydrofuran / 7 h / Ambient temperature

3: 63 percent / Zn-dust, AcOH / 1 h / 90 °C

4: 1) LDA / 1) THF, -65 deg C, 30 min, 2) -65 deg C, 4 h

5: 77.4 percent / i-Bu₂AlH / tetrahydrofuran; toluene / 1 h / -65 °C

6: 20.7 percent / CSA / benzene / 0.5 h

7: 93.7 percent / TsOH / dioxane; H₂O / 1 h / Heating

8: 91.8 percent / NaOH, 80percent N₂H₄ / bis-(2-hydroxy-ethyl) ether / 1) 35 min, 100 deg C, 2) to 210 deg C, 1 h, 3) 2 h, 210 deg C

With sodium hydroxide; Trimethyl borate; dimethylsulfide borane complex; camphor-10-sulfonic acid; iodine; diisobutylaluminium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; potassium iodide; zinc; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; water; toluene; diethylene glycol; benzene;
DOI:10.1248/cpb.39.2540

Reference yield:

: 107953-10-6,138808-85-2
(1R*,2S*,3R*)-3-(2-Benzyloxy)ethyl-4-methyl-1,2,3,6-tetrahydrophthalic anhydride

: 35124-13-1,54082-69-8
(+)-(2R:6S)-cis-α-irone

Guidance literature:: Multi-step reaction with 15 steps

1: 1) NaHCO₃, 2) KI, I₂ / 1) water, 2 h, r.t., 2) water, 17 h, r.t.

2: 4.58 g / BH₃*Me₂S, B(OMe)3 / tetrahydrofuran / 7 h / Ambient temperature

3: 63 percent / Zn-dust, AcOH / 1 h / 90 °C

4: 1) LDA / 1) THF, -65 deg C, 30 min, 2) -65 deg C, 4 h

5: 77.4 percent / i-Bu₂AlH / tetrahydrofuran; toluene / 1 h / -65 °C

6: 20.7 percent / CSA / benzene / 0.5 h

7: 93.7 percent / TsOH / dioxane; H₂O / 1 h / Heating

8: 91.8 percent / NaOH, 80percent N₂H₄ / bis-(2-hydroxy-ethyl) ether / 1) 35 min, 100 deg C, 2) to 210 deg C, 1 h, 3) 2 h, 210 deg C

9: 91.7 percent / Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

10: 92.4 percent / LiEt₃BH / tetrahydrofuran / 1 h / 50 °C

11: 93.5 percent / Na, liq. NH₃ / tetrahydrofuran / 1 h

12: 80 percent / pyridinium dichromate / CH₂Cl₂ / 20 h / Ambient temperature

13: 72.6 percent / n-Bu₃P / tetrahydrofuran / 3 h / Ambient temperature

14: 71.1 percent / 15percent H₂O₂, pyridine / CH₂Cl₂ / 2 h / Ambient temperature

15: 64.4 percent / diethyl ether / 1) -78 to -30 deg C, 2 h, 2) -5 deg C, 30 min

With pyridine; sodium hydroxide; dipyridinium dichromate; Trimethyl borate; tributylphosphine; dimethylsulfide borane complex; camphor-10-sulfonic acid; ammonia; dihydrogen peroxide; iodine; sodium; diisobutylaluminium hydride; lithium triethylborohydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; triethylamine; potassium iodide; zinc; lithium diisopropyl amide; In tetrahydrofuran; 1,4-dioxane; diethyl ether; dichloromethane; water; toluene; diethylene glycol; benzene;
DOI:10.1248/cpb.39.2540