<3R-<3α(R^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone

Base Information

• Chemical Name: <3R-<3α(R^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone
• CAS No.: 92685-93-3
• Molecular Formula: C₂₂H₃₅NO₆Si
• Molecular Weight: 437.608

Synonyms:<3R-<3α(R^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone

Chemical Property of <3R-<3α(R^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of <3R-<3α(R^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone

There total 7 articles about <3R-<3α(R^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone 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:

2,4-dimethoxybenzylamine hydrochloride (20781-21-9) → <3R-<3α(R*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone (92685-93-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 58 percent / Et₃N / tetrahydrofuran / 1 h / Heating

2: 84 percent / N,N-dicyclohexylcarbodiimide / tetrahydrofuran / 0.25 h / 20 - 25 °C

3: 1.) LiN(SiMe₃)2, 2.) LiN(SiMe₃)2 / 1.) THF, 15 min., from 0 deg C to 5 deg C, 2.) from 20 deg C to 25 deg C, THF, 1 h.

4: CF₃COOH / CH₂Cl₂

5: dimethylformamide; acetic acid / 0.08 h / 60 °C

6: 4-dimethylaminopyridine / dimethylformamide / 16 h / Ambient temperature

With dmap; triethylamine; dicyclohexyl-carbodiimide; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)91132-9

Reference yield:

(2S,3R)-N-(2,4-dimethoxybenzyl)-N-(t-butoxycarbonylmethyl)-2-bromo-3-hydroxybutyramide (81902-59-2) → <3R-<3α(R*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone (92685-93-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) LiN(SiMe₃)2, 2.) LiN(SiMe₃)2 / 1.) THF, 15 min., from 0 deg C to 5 deg C, 2.) from 20 deg C to 25 deg C, THF, 1 h.

2: CF₃COOH / CH₂Cl₂

3: dimethylformamide; acetic acid / 0.08 h / 60 °C

4: 4-dimethylaminopyridine / dimethylformamide / 16 h / Ambient temperature

With dmap; trifluoroacetic acid; lithium hexamethyldisilazane; In dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)91132-9

Reference yield:

t-butyl N-(2,4-dimethoxybenzyl)glycinate (81902-60-5) → <3R-<3α(R*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone (92685-93-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 84 percent / N,N-dicyclohexylcarbodiimide / tetrahydrofuran / 0.25 h / 20 - 25 °C

2: 1.) LiN(SiMe₃)2, 2.) LiN(SiMe₃)2 / 1.) THF, 15 min., from 0 deg C to 5 deg C, 2.) from 20 deg C to 25 deg C, THF, 1 h.

3: CF₃COOH / CH₂Cl₂

4: dimethylformamide; acetic acid / 0.08 h / 60 °C

5: 4-dimethylaminopyridine / dimethylformamide / 16 h / Ambient temperature

With dmap; dicyclohexyl-carbodiimide; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(01)91132-9

upstream raw materials:

tert-butyldimethylsilyl chloride

<3R-<3α(R^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-hydroxyethyl)-4-acetoxy-2-azetidinone

2,4-dimethoxybenzylamine hydrochloride

<3S-<3α(S^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-hydroxyethyl)-2-azetidinone-4-carboxylic acid

Downstream raw materials:

<3S-<3α(S^*),4β>>-benzyl<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate

<3S-<3α(S^*),4β>>-benzyl<3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate

[(2R,3S)-3-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-1-(2,4-dimethoxy-benzyl)-4-oxo-azetidin-2-yl]-acetyl chloride

<3S-<3α(S^*),4β>>-<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetic acid

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 92685-93-3 <3R-<3α(R^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-acetoxy-2-azetidinone

Send

Send

Metric Ton KG G Pound L ML

Send

Send