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

Base Information

• Chemical Name: <3S-<3α(S^*),4β>>-benzyl<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate
• CAS No.: 81902-65-0
• Molecular Formula: C₂₉H₄₁NO₆Si
• Molecular Weight: 527.733

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

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

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

There total 25 articles about <3S-<3α(S^*),4β>>-benzyl<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate 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: 81.0%

1-benzyloxy-1-(trimethylsilyloxy)ethylene (81171-44-0) + (3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylsulfinyl)azetidin-2-one (137547-49-0) → <3S-<3α(S*),4β>>-benzyl<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate (81902-65-0)

Guidance literature:

With zinc(II) iodide; In acetonitrile; for 3h; Ambient temperature;

DOI:10.1248/cpb.40.12

Reference yield: 46.6%

<3S-<3α(S*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-diazoacetyl-2-azetidinone (81902-64-9) + benzyl alcohol (100-51-6,185532-71-2) → <3S-<3α(S*),4β>>-benzyl<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate (81902-65-0)

Guidance literature:

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

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

Reference yield: 46.0%

<3S-<3α(S*),4β>>-1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-4-diazoacetyl-2-azetidinone (81902-64-9) → <3S-<3α(S*),4β>>-benzyl<1-(2,4-dimethoxybenzyl)-3-(1-t-butyldimethylsilyloxyethyl)-2-azetidinone-4-yl>acetate (81902-65-0)

Guidance literature:

In benzyl alcohol; Irradiation;

DOI:10.1016/S0040-4039(01)92460-8

upstream raw materials:

(3S)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylthio)azetidin-2-one

1-benzyloxy-1-(trimethylsilyloxy)ethylene

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

(3S,4R)-3-<(R)-1-<(tert-butyldimethylsilyl)oxy>ethyl>-1-(2,4-dimethoxybenzyl)-4-(phenylsulfinyl)azetidin-2-one

Downstream raw materials:

[(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)-4-(2-oxo-3-chloropropyl)-2-azetidinone

(3S,4R)-3-<(R)-1-hydroxyethyl>-4-<(benzyloxycarbonyl)methyl>-2-azetidinone

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

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