(1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.0^1,6]undecane

Base Information

• Chemical Name: (1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.0^1,6]undecane
• CAS No.: 122616-28-8
• Molecular Formula: C₂₅H₃₆O₃S₂
• Molecular Weight: 448.691

Synonyms:(1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.0^1,6]undecane

Chemical Property of (1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.0^1,6]undecane

Chemical Property:

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Technology Process of (1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.0^1,6]undecane

There total 8 articles about (1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.0^1,6]undecane 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:

(3-(methoxymethoxy)prop-1-yn-1-yl)(phenyl)sulfane (122647-13-6) → (1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.01,6]undecane (122616-28-8)

Guidance literature:

Multi-step reaction with 5 steps

2: 87 percent / MnO₂

3: 71 percent / BF₃*O(C₂H₅)2

4: 2) n-Bu₄NF / 1) n-hexane, Et₂O, -78 deg C, 0.5 h

5: n-BuLi / tetrahydrofuran

With manganese(IV) oxide; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)80605-X

Reference yield:

(Z)-3-Benzenesulfonyl-3-triethylsilanyl-propenal (122616-24-4) → (1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.01,6]undecane (122616-28-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / BF₃*O(C₂H₅)2

2: 2) n-Bu₄NF / 1) n-hexane, Et₂O, -78 deg C, 0.5 h

3: n-BuLi / tetrahydrofuran

With n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)80605-X

Reference yield:

(Z)-3-Benzenesulfonyl-3-triethylsilanyl-prop-2-en-1-ol (122616-23-3) → (1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1,5-dimethyl-hex-4-enyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.01,6]undecane (122616-28-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / MnO₂

2: 71 percent / BF₃*O(C₂H₅)2

3: 2) n-Bu₄NF / 1) n-hexane, Et₂O, -78 deg C, 0.5 h

4: n-BuLi / tetrahydrofuran

With manganese(IV) oxide; n-butyllithium; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)80605-X

upstream raw materials:

(1S,4R,6R,8R)-4-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-11,11-dimethyl-5-oxa-3-thia-tricyclo[6.2.1.0^1,6]undecane

prenyl bromide

(3-(methoxymethoxy)prop-1-yn-1-yl)(phenyl)sulfane

(Z)-3-Benzenesulfonyl-3-trimethylsilanyl-propenal

Downstream raw materials:

(R)-Citronellal

(R)-(-)-2,6-dimethyl-5-heptenal

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