L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester

Base Information

• Chemical Name: L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester
• CAS No.: 154161-05-4
• Molecular Formula: C₁₈H₂₉NO₅Si
• Molecular Weight: 367.517

Synonyms:L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester

Chemical Property of L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester

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Technology Process of L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester

There total 7 articles about L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl 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: 99.0%

N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9) + tert-butyldimethylsilyl chloride (18162-48-6) → L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester (154161-05-4)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 60h; Ambient temperature;

DOI:10.1021/jm9803222

Reference yield: 89.0%

N-benzyloxycarbonyl-L-serine methyl ester (1676-81-9) + t-butyldimethylsiyl triflate (69739-34-0) → L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester (154161-05-4)

Guidance literature:

With 2,6-dimethylpyridine; In dichloromethane;

DOI:10.1016/S0040-4039(00)01124-2

Reference yield: 82.0%

(2S)-2-amino-3-(tert-butyldimethylsilanyloxy)propionic acid methyl ester (98642-61-6) + benzyl chloroformate (501-53-1,94274-21-2) → L-N-(benzyloxycarbonyl)-O-<(1,1-dimethylethyl)dimethylsilyloxy>serine methyl ester (154161-05-4)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; at 10 ℃; for 16h;

upstream raw materials:

N-benzyloxycarbonyl-L-serine methyl ester

tert-butyldimethylsilyl chloride

t-butyldimethylsiyl triflate

N-(benzyloxycarbonyl)-L-serine

Downstream raw materials:

(S)-2-benzyloxycarbonylamino-3-(tert-butyl-dimethyl-silanyloxy)-propionic acid

(1S,2S,3R,4R,5S,6R)-2,5-bis[N-(benzyloxycarbonyl)amino]-3,4-cyclohexylidene-1,3,4,6-cyclohexanetetrol

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