Carbonic acid, (1R)-1-[(2R,3S)-2-(2-hydroxyethyl)-4-oxo-3-azetidinyl]ethyl (4-nitrophenyl)methyl ester, rel-

Base Information

• Chemical Name: Carbonic acid, (1R)-1-[(2R,3S)-2-(2-hydroxyethyl)-4-oxo-3-azetidinyl]ethyl (4-nitrophenyl)methyl ester, rel-
• CAS No.: 65794-47-0
• Molecular Formula: C15H18N2O7
• Molecular Weight: 338.317
• Mol file: 65794-47-0.mol

Synonyms:

Chemical Property of Carbonic acid, (1R)-1-[(2R,3S)-2-(2-hydroxyethyl)-4-oxo-3-azetidinyl]ethyl (4-nitrophenyl)methyl ester, rel-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Carbonic acid, (1R)-1-[(2R,3S)-2-(2-hydroxyethyl)-4-oxo-3-azetidinyl]ethyl (4-nitrophenyl)methyl ester, rel-

There total 41 articles about Carbonic acid, (1R)-1-[(2R,3S)-2-(2-hydroxyethyl)-4-oxo-3-azetidinyl]ethyl (4-nitrophenyl)methyl ester, rel- 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%

C21H26N2O7 → Carbonic acid 1-[(2S,3R)-2-(2-hydroxy-ethyl)-4-oxo-azetidin-3-yl]-ethyl ester 4-nitro-benzyl ester (65794-47-0)

Guidance literature:

With sulfuric acid; In water; acetone; at 50 ℃; for 3h;

DOI:10.1039/c39800001085

Reference yield:

trans-4-methoxycarbonyl-3-(2',2'-dimethoxyethyl)-5-methylisoxazoline (72447-82-6,72843-52-8,78088-41-2,78778-11-7) → (+/-)-4β-(2'-hydroxyethyl)-3α-((1'R*)-p-nitrobenzyloxycarbonyloxyethyl)-2-azetidinone (65794-47-0)

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:

(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;

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

Carbonic acid (R)-1-((6R,7S)-2,2-dimethyl-8-oxo-3-oxa-1-aza-bicyclo[4.2.0]oct-7-yl)-ethyl ester 4-nitro-benzyl ester

Carbonic acid 4-nitro-benzyl ester 1-((2R,3R)-2-{(E)-2-[2-(4-nitro-benzyloxycarbonylamino)-ethylsulfanyl]-vinyl}-4-oxo-azetidin-3-yl)-ethyl ester