(3S,4R)-4-(2-methoxyethoxy)methoxy-3,7-dimethyl-1-(4-methylphenyl)sulfonyl-6-octene

Base Information

• Chemical Name: (3S,4R)-4-(2-methoxyethoxy)methoxy-3,7-dimethyl-1-(4-methylphenyl)sulfonyl-6-octene
• CAS No.: 84071-67-0
• Molecular Formula: C₂₁H₃₄O₅S
• Molecular Weight: 398.564
• Mol file: 84071-67-0.mol

Synonyms:

Chemical Property of (3S,4R)-4-(2-methoxyethoxy)methoxy-3,7-dimethyl-1-(4-methylphenyl)sulfonyl-6-octene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R)-4-(2-methoxyethoxy)methoxy-3,7-dimethyl-1-(4-methylphenyl)sulfonyl-6-octene

There total 13 articles about (3S,4R)-4-(2-methoxyethoxy)methoxy-3,7-dimethyl-1-(4-methylphenyl)sulfonyl-6-octene 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:

(4S,5S)-5-(iodomethyl)-4-methyldihydrofuran-2(3H)-one (74035-91-9) → (3S,4R)-4-(2-methoxyethoxy)methoxy-3,7-dimethyl-1-(4-methylphenyl)sulfonyl-6-octene (84071-67-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 80 percent / Na₂CO₃ / methanol

2: 10 molpercent CuBr / tetrahydrofuran / -20 °C

3: LAH

4: C₅H₅N

5: i-PrNEt

6: 80percent AcOH

7: C₅H₅N

8: LiI / dimethylformamide / 42 h / Ambient temperature

With pyridine; lithium aluminium tetrahydride; i-PrNEt; sodium carbonate; acetic acid; copper(I) bromide; lithium iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)87623-6

Reference yield:

(4R)-5-methoxycarbonyl-4-methylvaleric acid (71685-51-3) → (3S,4R)-4-(2-methoxyethoxy)methoxy-3,7-dimethyl-1-(4-methylphenyl)sulfonyl-6-octene (84071-67-0)

Guidance literature:

Multi-step reaction with 11 steps

1: Pb(OAc)4, Cu(OAc)2 / benzene / Heating

2: 10percent KOH

3: 75 percent / I₂ / acetonitrile / 72 h / -20 °C

4: 80 percent / Na₂CO₃ / methanol

5: 10 molpercent CuBr / tetrahydrofuran / -20 °C

6: LAH

7: C₅H₅N

8: i-PrNEt

9: 80percent AcOH

10: C₅H₅N

11: LiI / dimethylformamide / 42 h / Ambient temperature

With pyridine; lead(IV) acetate; potassium hydroxide; lithium aluminium tetrahydride; copper diacetate; i-PrNEt; iodine; sodium carbonate; acetic acid; copper(I) bromide; lithium iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1016/S0040-4039(00)87623-6

Reference yield:

methyl (R)-(+)-citronellate (20425-48-3) → (3S,4R)-4-(2-methoxyethoxy)methoxy-3,7-dimethyl-1-(4-methylphenyl)sulfonyl-6-octene (84071-67-0)

Guidance literature:

Multi-step reaction with 13 steps

1: O₃

2: Jones oxidation

3: Pb(OAc)4, Cu(OAc)2 / benzene / Heating

4: 10percent KOH

5: 75 percent / I₂ / acetonitrile / 72 h / -20 °C

6: 80 percent / Na₂CO₃ / methanol

7: 10 molpercent CuBr / tetrahydrofuran / -20 °C

8: LAH

9: C₅H₅N

10: i-PrNEt

11: 80percent AcOH

12: C₅H₅N

13: LiI / dimethylformamide / 42 h / Ambient temperature

With pyridine; lead(IV) acetate; potassium hydroxide; lithium aluminium tetrahydride; copper diacetate; i-PrNEt; iodine; sodium carbonate; ozone; acetic acid; copper(I) bromide; lithium iodide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile; benzene;

DOI:10.1016/S0040-4039(00)87623-6

upstream raw materials:

Toluene-4-sulfonic acid (3S,4R)-4-(2-methoxy-ethoxymethoxy)-3,7-dimethyl-oct-6-enyl ester

sodium 4-methylbenzenesulfinate

(4S,5S)-5-(iodomethyl)-4-methyldihydrofuran-2(3H)-one

(4R)-5-methoxycarbonyl-4-methylvaleric acid

Downstream raw materials:

1-[(E)-(5R,6S,14R)-16-Benzyloxy-5-(2-methoxy-ethoxymethoxy)-2,6,10,14-tetramethyl-hexadeca-2,10-diene-8-sulfonyl]-4-methyl-benzene

Refernces