(2R,6S,10S)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane

Base Information

• Chemical Name: (2R,6S,10S)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane
• CAS No.: 131636-84-5
• Molecular Formula: C₂₉H₅₀O₄S
• Molecular Weight: 494.78
• Mol file: 131636-84-5.mol

Synonyms:

Chemical Property of (2R,6S,10S)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,6S,10S)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane

There total 34 articles about (2R,6S,10S)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane 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:

(R)-1-bromo-3,7-dimethyloctane (59965-20-7) → (2S,6R,10R)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane (131636-84-5,131723-01-8,131723-02-9,131723-03-0,131723-04-1,131723-05-2,131724-05-5,131724-06-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) n-BuLi, HMPA / 1) THF, hexane, -40 deg C, 1 h, 2) -70 deg C, 3 h

2: 99 percent / Na-Hg / ethanol / 48 h / Ambient temperature

3: 90 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h / Ambient temperature

4: pyridine / 12 h

5: 1) NaOH / 1) MeOH, 1 h, room temperature, 2) 12 h, reflux

6: 86 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 12 h / 0 °C

7: 1) n-BuLi, HMPA / 1) THF, hexane, -40 deg C, 1 h, 2) -70 deg C, 1 h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; sodium amalgam; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane;

Reference yield:

(S)-4,8-dimethyl-7-nonanoic acid (131722-96-8) → (2S,6S,10S)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane (131636-84-5,131723-01-8,131723-02-9,131723-03-0,131723-04-1,131723-05-2,131724-05-5,131724-06-6)

Guidance literature:

Multi-step reaction with 8 steps

1: 95 percent / Pb(OAc)4, iodine / CCl₄ / 3 h / Heating; Irradiation

2: 1) n-BuLi, HMPA / 1) THF, hexane, -40 deg C, 1 h, 2) -70 deg C, 3 h

3: 97 percent / Na-Hg / ethanol / 48 h / Ambient temperature

4: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h / Ambient temperature

5: pyridine / 12 h

6: 1) NaOH / 1) MeOH, 1 h, room temperature, 2) 12 h, reflux

7: 81 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 12 h / 0 °C

8: 1) n-BuLi, HMPA / 1) THF, hexane, -40 deg C, 1 h, 2) -70 deg C, 1 h

With pyridine; lead(IV) acetate; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; sodium amalgam; iodine; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; tetrachloromethane; ethanol; dichloromethane;

Reference yield:

(R)-1-bromo-3,7-dimethyloctane (59965-20-7) → (2R,6R,10R)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane (131636-84-5,131723-01-8,131723-02-9,131723-03-0,131723-04-1,131723-05-2,131724-05-5,131724-06-6)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) n-BuLi, HMPA / 1) THF, hexane, -40 deg C, 1 h, 2) -70 deg C, 3 h

2: 99 percent / Na-Hg / ethanol / 48 h / Ambient temperature

3: 90 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h / Ambient temperature

4: pyridine / 12 h

5: 1) NaOH / 1) MeOH, 1 h, room temperature, 2) 12 h, reflux

6: 86 percent / m-chloroperbenzoic acid / CH₂Cl₂ / 12 h / 0 °C

7: 1) n-BuLi, HMPA / 1) THF, hexane, -40 deg C, 1 h, 2) -70 deg C, 1 h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; n-butyllithium; sodium amalgam; toluene-4-sulfonic acid; 3-chloro-benzenecarboperoxoic acid; In methanol; ethanol; dichloromethane;

upstream raw materials:

(S)-3-(tetrahydropyran-2'-yloxy)-1-iodobutane

(2R,6R)-2,6,10-trimethyl-1-(phenylsulfonyl)undecane

(R)-1-bromo-3,7-dimethyloctane

(2R,6R)-2,6,10-trimethyl-undecan-1-ol