2-<(benzyloxycarbonyl)amino>-2-deoxy-3,4-O-isopropylidene-L-erythronamide

Base Information

Chemical Name:2-<(benzyloxycarbonyl)amino>-2-deoxy-3,4-O-isopropylidene-L-erythronamide
CAS No.:92973-44-9
Molecular Formula:C₁₅H₂₀N₂O₅
Molecular Weight:308.334
Hs Code.:

Synonyms:2-<(benzyloxycarbonyl)amino>-2-deoxy-3,4-O-isopropylidene-L-erythronamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 2-<(benzyloxycarbonyl)amino>-2-deoxy-3,4-O-isopropylidene-L-erythronamide

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Technology Process of 2-<(benzyloxycarbonyl)amino>-2-deoxy-3,4-O-isopropylidene-L-erythronamide

There total 7 articles about 2-<(benzyloxycarbonyl)amino>-2-deoxy-3,4-O-isopropylidene-L-erythronamide 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%

: 101924-66-7
(S)-Benzyloxycarbonylamino-((R)-2,2-dimethyl-[1,3]dioxolan-4-yl)-acetic acid ethyl ester

: 92973-44-9
2-<(benzyloxycarbonyl)amino>-2-deoxy-3,4-O-isopropylidene-L-erythronamide

Guidance literature:: With ammonia; In methanol; -15 degC 1 h then r.t. 8 h;
DOI:10.1016/S0040-4020(01)86061-0

Reference yield:

: 501-53-1,94274-21-2
benzyl chloroformate

: 2-O-Benzyloxycarbonyl-amino-2-deoxy-3,4-O-isopropylidene-L-erythronamide

: 92973-44-9
2-<(benzyloxycarbonyl)amino>-2-deoxy-3,4-O-isopropylidene-L-erythronamide

Guidance literature:: With potassium carbonate; In dichloromethane; water;

Reference yield:

: 92973-41-6
3,4-O-isopropylidene-L-threonamide

: 92973-44-9
2-<(benzyloxycarbonyl)amino>-2-deoxy-3,4-O-isopropylidene-L-erythronamide

Guidance literature:: Multi-step reaction with 4 steps

1: pyridine / 1,2-dichloro-ethane / 1 h / -10 - 0 °C

2: LiN₃ / dimethylformamide / 15 h / Ambient temperature

3: H₂ / 10percent Pd/C / ethanol / 2 h / 760 Torr

4: K₂CO₃ / CH₂Cl₂; H₂O / 2 h / 0 °C

With pyridine; lithium azide; hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; dichloromethane; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00219a009