Acetic acid (4S,5R,6S)-6-(2-phenyl-[1,3]dithiolan-2-ylmethyl)-4-phenylsulfanyl-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl ester

Base Information

• Chemical Name: Acetic acid (4S,5R,6S)-6-(2-phenyl-[1,3]dithiolan-2-ylmethyl)-4-phenylsulfanyl-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl ester
• CAS No.: 127766-67-0
• Molecular Formula: C₃₁H₃₀F₃NO₃S₃
• Molecular Weight: 617.777
• Mol file: 127766-67-0.mol

Synonyms:Acetic acid (4S,5R,6S)-6-(2-phenyl-[1,3]dithiolan-2-ylmethyl)-4-phenylsulfanyl-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl ester

Chemical Property of Acetic acid (4S,5R,6S)-6-(2-phenyl-[1,3]dithiolan-2-ylmethyl)-4-phenylsulfanyl-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (4S,5R,6S)-6-(2-phenyl-[1,3]dithiolan-2-ylmethyl)-4-phenylsulfanyl-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl ester

There total 10 articles about Acetic acid (4S,5R,6S)-6-(2-phenyl-[1,3]dithiolan-2-ylmethyl)-4-phenylsulfanyl-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl 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:

2-Aminobenzyl alcohol (5344-90-1) → Acetic acid (4S,5R,6S)-6-(2-phenyl-[1,3]dithiolan-2-ylmethyl)-4-phenylsulfanyl-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl ester (127766-67-0)

Guidance literature:

Multi-step reaction with 10 steps

1: HNO₂, NaN₃

2: PCC

3: NaOH

4: 100 percent / n-Bu₄NF / tetrahydrofuran / -78 °C

5: 85 percent / BF₃-Et₂O / CH₂Cl₂

6: 81 percent / ethanol

7: 91 percent / Ph₃P, AcOH / methanol; tetrahydrofuran / 23 °C

8: 1.) DIBAL, 2.) NaBH₃CN, TFA / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂

9: pyridine / CH₂Cl₂

10: pyridine

With pyridine; sodium hydroxide; sodium azide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; cis-nitrous acid; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; triphenylphosphine; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1016/S0040-4039(01)89002-X

Reference yield:

(E)-3-(2-azidophenyl)-1-phenylprop-2-en-1-one (33037-74-0) → Acetic acid (4S,5R,6S)-6-(2-phenyl-[1,3]dithiolan-2-ylmethyl)-4-phenylsulfanyl-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl ester (127766-67-0)

Guidance literature:

Multi-step reaction with 7 steps

1: 100 percent / n-Bu₄NF / tetrahydrofuran / -78 °C

2: 85 percent / BF₃-Et₂O / CH₂Cl₂

3: 81 percent / ethanol

4: 91 percent / Ph₃P, AcOH / methanol; tetrahydrofuran / 23 °C

5: 1.) DIBAL, 2.) NaBH₃CN, TFA / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂

6: pyridine / CH₂Cl₂

7: pyridine

With pyridine; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1016/S0040-4039(01)89002-X

Reference yield:

2-azidobenzyl alcohol (20615-76-3) → Acetic acid (4S,5R,6S)-6-(2-phenyl-[1,3]dithiolan-2-ylmethyl)-4-phenylsulfanyl-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl ester (127766-67-0)

Guidance literature:

Multi-step reaction with 9 steps

1: PCC

2: NaOH

3: 100 percent / n-Bu₄NF / tetrahydrofuran / -78 °C

4: 85 percent / BF₃-Et₂O / CH₂Cl₂

5: 81 percent / ethanol

6: 91 percent / Ph₃P, AcOH / methanol; tetrahydrofuran / 23 °C

7: 1.) DIBAL, 2.) NaBH₃CN, TFA / 1.) CH₂Cl₂, -78 deg C, 2.) MeOH, CH₂Cl₂

8: pyridine / CH₂Cl₂

9: pyridine

With pyridine; sodium hydroxide; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; sodium cyanoborohydride; acetic acid; triphenylphosphine; pyridinium chlorochromate; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1016/S0040-4039(01)89002-X

upstream raw materials:

acetic anhydride

2-Aminobenzyl alcohol

(E)-3-(2-azidophenyl)-1-phenylprop-2-en-1-one

2-azidobenzyl alcohol

Downstream raw materials:

Acetic acid (4S,5R,6S)-4-benzenesulfinyl-6-(2-oxo-2-phenyl-ethyl)-1-(2,2,2-trifluoro-acetyl)-1,2,3,4,5,6-hexahydro-benzo[b]azocin-5-yl ester

Acetic acid (Z)-(5S,6S)-6-(2-oxo-2-phenyl-ethyl)-1-(2,2,2-trifluoro-acetyl)-1,2,5,6-tetrahydro-benzo[b]azocin-5-yl ester

Acetic acid (1aS,8R,9S,9aR)-9-hydroxy-8-(2-oxo-2-phenyl-ethyl)-1a,8,9,9a-tetrahydro-2H-1-oxa-3-aza-benzo[a]cyclopropa[e]cycloocten-3-yl ester

Acetic acid (Z)-(5S,6S)-5-hydroxy-6-(2-oxo-2-phenyl-ethyl)-5,6-dihydro-2H-benzo[b]azocin-1-yl ester