Carbonic acid (R)-1-[(2S,3R)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl ester

Base Information

• Chemical Name: Carbonic acid (R)-1-[(2S,3R)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl ester
• CAS No.: 65794-42-5
• Molecular Formula: C₁₅H₁₈N₂O₇
• Molecular Weight: 338.317
• Mol file: 65794-42-5.mol

Synonyms:Carbonic acid (R)-1-[(2S,3R)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl ester

Chemical Property of Carbonic acid (R)-1-[(2S,3R)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Carbonic acid (R)-1-[(2S,3R)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl ester

There total 41 articles about Carbonic acid (R)-1-[(2S,3R)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl 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:

(3S,4R)-3-[(1RS)-1-(p-nitrobenzyloxycarbonyloxy)ethyl]-4-(2-oxoethyl)-2-oxoazetidine (64066-71-3,67314-42-5,71869-79-9,72778-03-1,77447-99-5,80559-32-6) → (3S,4R)-4-(2-hydroxyethyl)-3-[(1RS)-1-(p-nitrobenzyloxycarbonyloxy)-ethyl]-2-oxoazetidine (64066-69-9,65794-42-5,65794-47-0,71883-52-8,72690-84-7,72843-56-2,78339-97-6,122797-13-1)

Guidance literature:

With sodium borohydrid; acetic acid; In methanol; ethyl acetate; acetone;

Reference yield:

trans-4-methoxycarbonyl-3-(2',2'-dimethoxyethyl)-5-methylisoxazoline (72447-82-6,72843-52-8,78088-41-2,78778-11-7) → Carbonic acid (R)-1-[(2S,3R)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl ester (65794-42-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 5.08 g / hydrogen / PtO₂ / acetic acid / 72 h / Ambient temperature

2: Na, H₂O, MeOH / 4.5 h / Heating

3: 908 mg / N,N'-dicyclohexylcarbodiimide / dioxane; H₂O / 12 h / Heating

4: 85 percent / 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

5: AcOH, H₂O / 5 h / 60 °C

6: NaBH₄ / methanol / 0.08 h / 5 °C

With methanol; dmap; sodium tetrahydroborate; water; hydrogen; sodium; acetic acid; dicyclohexyl-carbodiimide; platinum(IV) oxide; In 1,4-dioxane; methanol; dichloromethane; water; acetic acid;

DOI:10.1021/ja00526a048

Reference yield:

trans-3-(2',2'-dimethoxyethyl)-5-methylisoxazoline-4-carboxylic acid (73844-78-7,78778-12-8) → Carbonic acid (R)-1-[(2S,3R)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl ester (65794-42-5)

Guidance literature:

Multi-step reaction with 5 steps

1: hydrogen / PtO₂ / acetic acid / 48 h / Ambient temperature

2: 908 mg / N,N'-dicyclohexylcarbodiimide / dioxane; H₂O / 12 h / Heating

3: 85 percent / 4-N,N-dimethylaminopyridine / CH₂Cl₂ / 1 h / 0 °C

4: AcOH, H₂O / 5 h / 60 °C

5: NaBH₄ / methanol / 0.08 h / 5 °C

With dmap; sodium tetrahydroborate; water; hydrogen; acetic acid; dicyclohexyl-carbodiimide; platinum(IV) oxide; In 1,4-dioxane; methanol; dichloromethane; water; acetic acid;

DOI:10.1021/ja00526a048

upstream raw materials:

(3S,4R)-3-[(1RS)-1-(p-nitrobenzyloxycarbonyloxy)ethyl]-4-(2-oxoethyl)-2-oxoazetidine

(S)-3-Amino-5-(tert-butyl-diphenyl-silanyloxy)-2-((S)-1-hydroxy-ethyl)-pentanoic acid methyl ester

(S)-3-Amino-5-(tert-butyl-diphenyl-silanyloxy)-2-((S)-1-hydroxy-ethyl)-pentanoic acid isopropyl ester

(3S,4R)-4-[2-(tert-Butyl-diphenyl-silanyloxy)-ethyl]-3-((S)-1-hydroxy-ethyl)-azetidin-2-one

Downstream raw materials:

(+/-)-4β-carboxymethyl-3β-<(1S^*)-1-(p-nitrobenzyloxycarbonyloxy)ethyl>azetidin-2-one

Carbonic acid 4-nitro-benzyl ester (R)-1-[(3R,4S)-2-oxo-4-(2-oxo-ethyl)-azetidin-3-yl]-ethyl ester

6-Eth-(E)-ylidene-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-3-ene-2,2-dicarboxylic acid bis-(4-nitro-benzyl) ester

6-Eth-(Z)-ylidene-3-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-7-oxo-1-aza-bicyclo[3.2.0]hept-3-ene-2,2-dicarboxylic acid bis-(4-nitro-benzyl) ester