((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-carbamic acid tert-butyl ester

Base Information

• Chemical Name: ((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-carbamic acid tert-butyl ester
• CAS No.: 96625-35-3
• Molecular Formula: C₂₁H₂₇N₃O₆
• Molecular Weight: 417.462
• Mol file: 96625-35-3.mol

Synonyms:

Chemical Property of ((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-carbamic acid tert-butyl ester

There total 10 articles about ((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-carbamic 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:

tert-butyl carbazate (4248-19-5) → ((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-carbamic acid tert-butyl ester (96625-35-3)

Guidance literature:

Multi-step reaction with 6 steps

1: diethyl ether / 72 h / Ambient temperature

2: DCC / ethyl acetate / 2 h / -30 °C

3: triethylamine / dimethylformamide / 1) 2h, -20 deg C, 2) 10h, RT

4: H₂ / Pd-black / ethyl acetate

5: DCC / CH₂Cl₂ / 2 h / -10 °C

6: 10percent Potassium tartrate (pH=7,9) / acetone / 48 h / Ambient temperature

With hydrogen; triethylamine; dicyclohexyl-carbodiimide; potassium tartrate; palladium; In diethyl ether; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;

Reference yield:

Nα-(tert-butoxycarbonyl)-α-hydroxyglycine (96625-24-0) → ((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-carbamic acid tert-butyl ester (96625-35-3)

Guidance literature:

Multi-step reaction with 5 steps

1: DCC / ethyl acetate / 2 h / -30 °C

2: triethylamine / dimethylformamide / 1) 2h, -20 deg C, 2) 10h, RT

3: H₂ / Pd-black / ethyl acetate

4: DCC / CH₂Cl₂ / 2 h / -10 °C

5: 10percent Potassium tartrate (pH=7,9) / acetone / 48 h / Ambient temperature

With hydrogen; triethylamine; dicyclohexyl-carbodiimide; potassium tartrate; palladium; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetone;

Reference yield:

Boc-Gly(OBzl)-OH (96625-26-2) → ((2R,5S,10aS,10bS)-5-Benzyl-10b-hydroxy-3,6-dioxo-octahydro-oxazolo[3,2-a]pyrrolo[2,1-c]pyrazin-2-yl)-carbamic acid tert-butyl ester (96625-35-3)

Guidance literature:

Multi-step reaction with 4 steps

1: N-Hydroxybenzotriazol, N-methylmorpholine, DCC / CH₂Cl₂ / 1) 2h to-10 deg C, 2) 20h to RT

2: H₂ / Pd-black / ethyl acetate

3: DCC / CH₂Cl₂ / 2 h / -10 °C

4: 10percent Potassium tartrate (pH=7,9) / acetone / 48 h / Ambient temperature

With 4-methyl-morpholine; hydrogen; benzotriazol-1-ol; dicyclohexyl-carbodiimide; potassium tartrate; palladium; In dichloromethane; ethyl acetate; acetone;

upstream raw materials:

N--Phe-Pro-Lactam

Boc-Gly(OH)-Phe-Pro-ONp

tert-butyl carbazate

N^α-(tert-butoxycarbonyl)-α-hydroxyglycine