(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester
• CAS No.: 176755-25-2
• Molecular Formula: C₂₅H₃₄N₂O₆
• Molecular Weight: 458.555
• Mol file: 176755-25-2.mol

Synonyms:(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property of (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

There total 2 articles about (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl 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:

benzyl tert-butyl (5-(methoxy(methyl)amino)-5-oxopentane-1,4-diyl) (S)-dicarbamate → (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (176755-25-2)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrahydrofuran / 0.58 h / -78 °C

2: K-selectride / tetrahydrofuran / 0.5 h / -78 °C

3: 61 percent / pyridine*p-TsOH / CH₂Cl₂ / 60 h / Ambient temperature

With pyridinium p-toluenesulfonate; potassium tri-sec-butyl-borohydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4039(96)00270-5

Reference yield:

((S)-4-tert-Butoxycarbonylamino-5-furan-2-yl-5-oxo-pentyl)-carbamic acid benzyl ester → (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (176755-25-2)

Guidance literature:

Multi-step reaction with 2 steps

1: K-selectride / tetrahydrofuran / 0.5 h / -78 °C

2: 61 percent / pyridine*p-TsOH / CH₂Cl₂ / 60 h / Ambient temperature

With pyridinium p-toluenesulfonate; potassium tri-sec-butyl-borohydride; In tetrahydrofuran; dichloromethane;

DOI:10.1016/0040-4039(96)00270-5

Reference yield: 59.0%

(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-furan-2-yl-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (176755-25-2) → (4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester (176755-30-9)

Guidance literature:

With ruthenium trichloride; sodium periodate; In water; ethyl acetate; acetonitrile; for 1.5h; Ambient temperature;

DOI:10.1016/0040-4039(96)00270-5

Downstream raw materials:

(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-2,2-dimethyl-oxazolidine-3,5-dicarboxylic acid 3-tert-butyl ester

cyclotheonamide B

(4S,5R)-4-(3-Benzyloxycarbonylamino-propyl)-5-((R)-1-{(E)-(S)-1-[4-(2,6-dichloro-benzyloxy)-benzyl]-3-methoxycarbonyl-allylcarbamoyl}-2-phenyl-ethylcarbamoyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid tert-butyl ester

C₅₁H₅₇Cl₂N₇O₁₀