benzyl (-)-(S)-2,2-dimethyl-4-<(p-toluenesulfonyl)oxymethyl>oxazolidine-N-carboxylate

Base Information

Chemical Name:benzyl (-)-(S)-2,2-dimethyl-4-<(p-toluenesulfonyl)oxymethyl>oxazolidine-N-carboxylate
CAS No.:135245-99-7
Molecular Formula:C₂₁H₂₅NO₆S
Molecular Weight:419.499
Hs Code.:

Synonyms:benzyl (-)-(S)-2,2-dimethyl-4-<(p-toluenesulfonyl)oxymethyl>oxazolidine-N-carboxylate

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Chemical Property of benzyl (-)-(S)-2,2-dimethyl-4-<(p-toluenesulfonyl)oxymethyl>oxazolidine-N-carboxylate

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Technology Process of benzyl (-)-(S)-2,2-dimethyl-4-<(p-toluenesulfonyl)oxymethyl>oxazolidine-N-carboxylate

There total 4 articles about benzyl (-)-(S)-2,2-dimethyl-4-<(p-toluenesulfonyl)oxymethyl>oxazolidine-N-carboxylate 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: 83.0%

: 128466-45-5
(R)-4-hydroxymethyl-2,2-dimethyloxazolidine-3-carboxylic acid benzyl ester

: 98-59-9
p-toluenesulfonyl chloride

: 135245-99-7
benzyl (-)-(S)-2,2-dimethyl-4-<(p-toluenesulfonyl)oxymethyl>oxazolidine-N-carboxylate

Guidance literature:: With pyridine; dmap; In dichloromethane; a) 0 deg C, 24 h, b) r.t., 2 h;
DOI:10.1016/S0040-4020(01)96112-5

Reference yield:

: 1676-81-9
N-benzyloxycarbonyl-L-serine methyl ester

: 135245-99-7
benzyl (-)-(S)-2,2-dimethyl-4-<(p-toluenesulfonyl)oxymethyl>oxazolidine-N-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / p-toluenesulfonic acid monohydrate / toluene

2: 83 percent / Ca(BH₄)2 / tetrahydrofuran; ethanol

3: 69 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂

With pyridine; dmap; calcium borohydride; toluene-4-sulfonic acid; In tetrahydrofuran; ethanol; dichloromethane; toluene;
DOI:10.1055/s-1996-4198

Reference yield:

: 117833-99-5
N-benzyloxycarbonyl 4(S)-(1'-methoxycarbonyl)-2,2-dimethyl-1,3-oxazolidine

: 135245-99-7
benzyl (-)-(S)-2,2-dimethyl-4-<(p-toluenesulfonyl)oxymethyl>oxazolidine-N-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / Ca(BH₄)2 / tetrahydrofuran; ethanol

2: 69 percent / pyridine, 4-(dimethylamino)pyridine / CH₂Cl₂

With pyridine; dmap; calcium borohydride; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1055/s-1996-4198