(2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-3-methyl-4-(N-t-butoxycarbonyl-N-O-benzyl)butanoate

Base Information

Chemical Name:(2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-3-methyl-4-(N-t-butoxycarbonyl-N-O-benzyl)butanoate
CAS No.:172749-41-6
Molecular Formula:C₂₉H₄₀N₂O₇
Molecular Weight:528.646
Hs Code.:

Synonyms:(2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-3-methyl-4-(N-t-butoxycarbonyl-N-O-benzyl)butanoate

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Chemical Property of (2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-3-methyl-4-(N-t-butoxycarbonyl-N-O-benzyl)butanoate

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Technology Process of (2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-3-methyl-4-(N-t-butoxycarbonyl-N-O-benzyl)butanoate

There total 6 articles about (2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-3-methyl-4-(N-t-butoxycarbonyl-N-O-benzyl)butanoate 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: 78.0%

: 79722-21-7
tert-butyl N-(benzyloxy)carbamate

: 172749-36-9
(2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-4-bromo-3-methylbutanoate

: 172749-41-6
(2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-3-methyl-4-(N-t-butoxycarbonyl-N-O-benzyl)butanoate

Guidance literature:: With potassium carbonate; potassium iodide; In N,N-dimethyl-formamide; for 55h; Ambient temperature;
DOI:10.1016/0040-4020(95)00719-O

Reference yield: 15.0%

: 79722-21-7
tert-butyl N-(benzyloxy)carbamate

: 172749-36-9
(2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-4-bromo-3-methylbutanoate

: (3R,4S)-3-N-benzyloxycarbonyl-4-methyltetrahydrofuran-2-one

: 2-benzyloxy-4-t-butoxycarbonyl-5-methyl-5,6-dihydro-1,3,4H-oxazine

: 172749-41-6
(2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-3-methyl-4-(N-t-butoxycarbonyl-N-O-benzyl)butanoate

Guidance literature:: With potassium carbonate; potassium iodide; In acetonitrile; at 70 ℃; for 28h;
DOI:10.1016/0040-4020(95)00719-O

Reference yield:

: 31139-36-3
dibenzyl dicarbonate

: 172749-41-6
(2R,3S)-t-butyl 2-N-(benzyloxycarbonyl)-3-methyl-4-(N-t-butoxycarbonyl-N-O-benzyl)butanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 86 percent / DMAP / acetonitrile / 1.67 h / Ambient temperature

2: 93 percent / NaBH₄ / methanol / 0.67 h / 0 °C

3: 99 percent / CBr₄, PPh₃ / CH₂Cl₂ / 1.5 h / 0 °C

4: 78 percent / K₂CO₃, KI / dimethylformamide / 55 h / Ambient temperature

With dmap; sodium tetrahydroborate; carbon tetrabromide; potassium carbonate; triphenylphosphine; potassium iodide; In methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4020(95)00719-O