{2-[5-Acetyl-3-(3,4-dimethoxy-phenyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester

Base Information

• Chemical Name: {2-[5-Acetyl-3-(3,4-dimethoxy-phenyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester
• CAS No.: 174418-91-8
• Molecular Formula: C₂₈H₃₇NO₆S
• Molecular Weight: 515.671
• Mol file: 174418-91-8.mol

Synonyms:

Chemical Property of {2-[5-Acetyl-3-(3,4-dimethoxy-phenyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of {2-[5-Acetyl-3-(3,4-dimethoxy-phenyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester

There total 7 articles about {2-[5-Acetyl-3-(3,4-dimethoxy-phenyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester 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: 100.0%

{2-[3-(3,4-Dimethoxy-phenyl)-5-(1-hydroxy-ethyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester (174418-90-7) → {2-[5-Acetyl-3-(3,4-dimethoxy-phenyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester (174418-91-8)

Guidance literature:

Swern oxidation;

DOI:10.3987/com-95-s46

Reference yield:

ethyl α,α-di<(E)-2-butenyl>(3,4-dimethoxyphenyl)acetate → {2-[5-Acetyl-3-(3,4-dimethoxy-phenyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester (174418-91-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 30 percent / 1 equivalent AD-mix-β (Aldrich) / 140 h / 0 °C

2: O₃, Me₂S / CH₂Cl₂ / -78 °C

3: NaBH₃CN, MS 4A / methanol / Ambient temperature

4: 93 percent / H₂, / Pd(OH)2 / acetic acid; ethanol

5: DIBAL / CH₂Cl₂ / -78 °C

6: BF₃*OEt₂ / CH₂Cl₂ / -78 deg C -> r.t.

7: 100 percent / Swern oxidation

With dimethylsulfide; 1 equivalent AD-mix-β (Aldrich); boron trifluoride diethyl etherate; hydrogen; diisobutylaluminium hydride; sodium cyanoborohydride; ozone; palladium dihydroxide; In methanol; ethanol; dichloromethane; acetic acid;

DOI:10.3987/com-95-s46

Reference yield:

[3-(3,4-Dimethoxy-phenyl)-5-(1-hydroxy-ethyl)-2-oxo-tetrahydro-furan-3-yl]-acetaldehyde → {2-[5-Acetyl-3-(3,4-dimethoxy-phenyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester (174418-91-8)

Guidance literature:

Multi-step reaction with 5 steps

1: NaBH₃CN, MS 4A / methanol / Ambient temperature

2: 93 percent / H₂, / Pd(OH)2 / acetic acid; ethanol

3: DIBAL / CH₂Cl₂ / -78 °C

4: BF₃*OEt₂ / CH₂Cl₂ / -78 deg C -> r.t.

5: 100 percent / Swern oxidation

With boron trifluoride diethyl etherate; hydrogen; diisobutylaluminium hydride; sodium cyanoborohydride; palladium dihydroxide; In methanol; ethanol; dichloromethane; acetic acid;

DOI:10.3987/com-95-s46

upstream raw materials:

{2-[3-(3,4-Dimethoxy-phenyl)-5-(1-hydroxy-ethyl)-2-phenylsulfanyl-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester

{2-[3-(3,4-Dimethoxy-phenyl)-2-hydroxy-5-(1-hydroxy-ethyl)-tetrahydro-furan-3-yl]-ethyl}-methyl-carbamic acid tert-butyl ester