(1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine

Base Information

• Chemical Name: (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine
• CAS No.: 162517-99-9
• Molecular Formula: C₃₃H₄₁NO₄S₂
• Molecular Weight: 579.825

Synonyms:(1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine

Chemical Property of (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine

There total 18 articles about (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine 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: 70.0%

benzyl bromide (100-39-0) + (1'S,3S,4S)-N-benzyloxycarbonyl-3-hydroxy-4-(2',2'-bisthioethyl-1'-hydroxy)ethyl piperidine (123130-05-2) → (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine (162517-99-9)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; for 24h;

DOI:10.1016/0040-4020(94)01009-O

Reference yield:

5-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-β-D-threo-pentofuranose-3-ulose (172751-32-5) → (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine (162517-99-9)

Guidance literature:

Multi-step reaction with 12 steps

1: benzene / 4 h / Heating

2: H₂ / 10percent Pd/C / ethyl acetate / 48 h / Ambient temperature

3: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

4: 98 percent / pyridine / 3 h / 0 °C

5: 96 percent / NaN₃ / dimethylformamide / 6 h / 50 °C

6: 95 percent / Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

7: 94 percent / pyridine / 3 h / 0 °C

8: H₂ / Pd black / ethanol / Ambient temperature

9: NaOAc / ethanol / 10 h / Heating

10: aq. NaHCO₃ / ethyl acetate / 0 °C

11: 89 percent / H₂O; trifluoroacetic acid / 4 h / 0 °C

12: 70 percent / NaH, Bu₄NI / tetrahydrofuran / 24 h

With lithium aluminium tetrahydride; sodium azide; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; palladium on activated charcoal; palladium; In tetrahydrofuran; pyridine; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; trifluoroacetic acid; benzene;

DOI:10.1016/0040-4020(94)01009-O

Reference yield:

(3aS,5R,6R,6aS)-5-(((tert-butyldiphenylsilyl)oxy)methyl)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-6-ol (114738-04-4) → (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine (162517-99-9)

Guidance literature:

Multi-step reaction with 13 steps

1: pyridinium perchlorate, 3A molecular sieve / CH₂Cl₂ / 4 h / Ambient temperature

2: benzene / 4 h / Heating

3: H₂ / 10percent Pd/C / ethyl acetate / 48 h / Ambient temperature

4: 88 percent / LiAlH₄ / tetrahydrofuran / 1 h / Ambient temperature

5: 98 percent / pyridine / 3 h / 0 °C

6: 96 percent / NaN₃ / dimethylformamide / 6 h / 50 °C

7: 95 percent / Bu₄NF / tetrahydrofuran / 3 h / Ambient temperature

8: 94 percent / pyridine / 3 h / 0 °C

9: H₂ / Pd black / ethanol / Ambient temperature

10: NaOAc / ethanol / 10 h / Heating

11: aq. NaHCO₃ / ethyl acetate / 0 °C

12: 89 percent / H₂O; trifluoroacetic acid / 4 h / 0 °C

13: 70 percent / NaH, Bu₄NI / tetrahydrofuran / 24 h

With lithium aluminium tetrahydride; sodium azide; 3 A molecular sieve; tetrabutyl ammonium fluoride; hydrogen; sodium acetate; pyridinium perchlorate; tetra-(n-butyl)ammonium iodide; sodium hydride; sodium hydrogencarbonate; palladium on activated charcoal; palladium; In tetrahydrofuran; pyridine; ethanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; trifluoroacetic acid; benzene;

DOI:10.1016/0040-4020(94)01009-O

upstream raw materials:

benzyl bromide

(1'S,3S,4S)-N-benzyloxycarbonyl-3-hydroxy-4-(2',2'-bisthioethyl-1'-hydroxy)ethyl piperidine

D-arabinose diethyl dithioacetal

5-O-(tert-butyldiphenylsilyl)-1,2-O-isopropylidene-β-D-threo-pentofuranose-3-ulose

Downstream raw materials:

(3S,5S)-3,5-Bis-benzyloxy-1-aza-bicyclo[2.2.2]octane

(3S,5S)-3,5-di-O-benzylquinuclidine-3,5-diol

(1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(1'-benzyloxy-2'-hydroxy-2'-O-methanesulphonyl)ethyl piperidine

(1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(1'-benzyloxy-2'-hydroxy)ethyl piperidine

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 162517-99-9 (1'S,3S,4S)-N-benzyloxycarbonyl-3-benzyloxy-4-(2',2'-bisthioethyl-1'-benzyloxy)ethyl piperidine

Send

Send

Metric Ton KG G Pound L ML

Send

Send