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

Base Information

• Chemical Name: <3S-<3α(S^*),4β>>-<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetic acid
• CAS No.: 92685-92-2
• Molecular Formula: C₂₂H₃₅NO₆Si
• Molecular Weight: 437.608

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

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

Chemical Property:

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

There total 13 articles about <3S-<3α(S^*),4β>>-<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetic acid 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: 96.0%

<3S-<3α(S*),4β>>-benzyl<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate (81902-65-0) → <3S-<3α(S*),4β>>-<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetic acid (92685-92-2)

Guidance literature:

With hydrogen; palladium; In ethyl acetate;

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

Reference yield: 81.0%

<3S-<3α(S*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-diazoacetyl-2-azetidinone (81902-64-9) → <3S-<3α(S*),4β>>-<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetic acid (92685-92-2)

Guidance literature:

In 1,4-dioxane; water; at 15 - 20 ℃; for 1h; Irradiation;

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

Reference yield:

<3S-<3α(S*),4β>>-t-butyl 1-(2,4-dimethoxybenzyl)-3-(1-hydroxyethyl)-2-azetidinone-4-carboxylate (80829-72-7) → <3S-<3α(S*),4β>>-<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetic acid (92685-92-2)

Guidance literature:

Multi-step reaction with 5 steps

1: CF₃COOH / CH₂Cl₂

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

3: 4-dimethylaminopyridine / dimethylformamide / 16 h / Ambient temperature

4: 37.3 percent / trimethylsilyl trifluoromethanesulphonate / CH₂Cl₂ / 16 h / 20 °C

5: 96 percent / H₂ / 10percent palladium / ethyl acetate

With dmap; trimethylsilyl trifluoromethanesulfonate; hydrogen; trifluoroacetic acid; palladium; In dichloromethane; acetic acid; ethyl acetate; N,N-dimethyl-formamide;

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

upstream raw materials:

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

<3S-<3α(S^*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-diazoacetyl-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>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-(2-oxo-3-chloropropyl)-2-azetidinone

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

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