O-benzyl 2-(O-t-butyldimethylsilyl)-3-(O-methanesulfonyl)-4-t-butyl-tartarohydroxamate

Base Information

Chemical Name:O-benzyl 2-(O-t-butyldimethylsilyl)-3-(O-methanesulfonyl)-4-t-butyl-tartarohydroxamate
CAS No.:112233-55-3
Molecular Formula:C₂₂H₃₇NO₈SSi
Molecular Weight:503.689
Hs Code.:

Synonyms:O-benzyl 2-(O-t-butyldimethylsilyl)-3-(O-methanesulfonyl)-4-t-butyl-tartarohydroxamate

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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 O-benzyl 2-(O-t-butyldimethylsilyl)-3-(O-methanesulfonyl)-4-t-butyl-tartarohydroxamate

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Technology Process of O-benzyl 2-(O-t-butyldimethylsilyl)-3-(O-methanesulfonyl)-4-t-butyl-tartarohydroxamate

There total 10 articles about O-benzyl 2-(O-t-butyldimethylsilyl)-3-(O-methanesulfonyl)-4-t-butyl-tartarohydroxamate 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: 95.0%

: 112233-50-8
O-benzyl 3-(O-t-butyldimethylsilyl)-4-t-butyl-(L)-tartarohydroxamate

: 124-63-0
methanesulfonyl chloride

: 112233-55-3
O-benzyl 2-(O-t-butyldimethylsilyl)-3-(O-methanesulfonyl)-4-t-butyl-tartarohydroxamate

Guidance literature:: With pyridine; at 0 ℃; for 4h;
DOI:10.1016/S0040-4020(01)80133-2

Reference yield:

: 123525-00-8
1-benzyl 4-t-butyl diacetoxysuccinate

: 112233-55-3
O-benzyl 2-(O-t-butyldimethylsilyl)-3-(O-methanesulfonyl)-4-t-butyl-tartarohydroxamate

Guidance literature:: Multi-step reaction with 5 steps

1: H₂ / 10percent Pd-C / ethyl acetate

2: 1.) N-hydroxy succinimide, DCC, 2.) NaHCO₃ / 1.) ethyl acetate, 0 grad C to room temp., 4 h, 2.) H₂O

3: 84 percent / DMAP / methanol / 1.5 h / Heating

4: 94 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

5: 95 percent / pyridine / 4 h / 0 °C

With pyridine; 1H-imidazole; dmap; 1-hydroxy-pyrrolidine-2,5-dione; hydrogen; sodium hydrogencarbonate; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80133-2

Reference yield:

: 622-33-3
N-benzyloxyamine

: 112233-55-3
O-benzyl 2-(O-t-butyldimethylsilyl)-3-(O-methanesulfonyl)-4-t-butyl-tartarohydroxamate

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / tetrahydrofuran / 0 - 20 °C

2: 55 percent / 70percent HClO₄ / Ambient temperature

3: 84 percent / DMAP / methanol / 1.5 h / Heating

4: 94 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

5: 95 percent / pyridine / 4 h / 0 °C

With pyridine; 1H-imidazole; dmap; perchloric acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)80133-2