phenylmethyl trans-4-acetyloxy-3,4-dihydro-3-<2-(methoxymethoxy)ethyl>-5-methyl-2H-1,2-thiazine-2-carboxylate 1,1-dioxide

Base Information

Chemical Name:phenylmethyl trans-4-acetyloxy-3,4-dihydro-3-<2-(methoxymethoxy)ethyl>-5-methyl-2H-1,2-thiazine-2-carboxylate 1,1-dioxide
CAS No.:91026-11-8
Molecular Formula:C₁₉H₂₅NO₈S
Molecular Weight:427.475
Hs Code.:

Synonyms:

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Chemical Property of phenylmethyl trans-4-acetyloxy-3,4-dihydro-3-<2-(methoxymethoxy)ethyl>-5-methyl-2H-1,2-thiazine-2-carboxylate 1,1-dioxide

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Technology Process of phenylmethyl trans-4-acetyloxy-3,4-dihydro-3-<2-(methoxymethoxy)ethyl>-5-methyl-2H-1,2-thiazine-2-carboxylate 1,1-dioxide

There total 19 articles about phenylmethyl trans-4-acetyloxy-3,4-dihydro-3-<2-(methoxymethoxy)ethyl>-5-methyl-2H-1,2-thiazine-2-carboxylate 1,1-dioxide 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: 64.0%

: 91034-49-0,107381-37-3
phenylmethyl-(1α,5α,6α)-5-<2-(methoxymethoxy)ethyl>-1-methyl-7-oxa-3-thia-4-azabocyclo<4.1.0>heptane-4-carboxylate 3,3-dioxide

: 75-36-5
acetyl chloride

: 91026-11-8,91034-50-3
phenylmethyl trans-4-acetyloxy-3,4-dihydro-3-<2-(methoxymethoxy)ethyl>-5-methyl-2H-1,2-thiazine-2-carboxylate 1,1-dioxide

Guidance literature:: With potassium hydride; In tetrahydrofuran; for 23h; Ambient temperature;
DOI:10.1021/jo00383a001

Reference yield: 32.0%

: 91034-49-0,107381-37-3
(1R,5S,6R)-5-(2-Methoxymethoxy-ethyl)-1-methyl-3,3-dioxo-7-oxa-3λ⁶-thia-4-aza-bicyclo[4.1.0]heptane-4-carboxylic acid benzyl ester

: 75-36-5
acetyl chloride

: 91026-11-8,91034-50-3
phenylmethyl cis-4-(acetyloxy)-3,4-dihydro-3-<2-(methoxymethoxy)ethyl>-5-methyl-2H-1,2-thiazine-2-carboxylate 1,1-dioxide

Guidance literature:: With potassium hydride; In tetrahydrofuran; for 30h; Ambient temperature;
DOI:10.1021/jo00383a001

Reference yield:

: 52148-91-1
methyl 5-methyl-2,4-hexadienoate

: 91026-11-8,91034-50-3
phenylmethyl trans-4-acetyloxy-3,4-dihydro-3-<2-(methoxymethoxy)ethyl>-5-methyl-2H-1,2-thiazine-2-carboxylate 1,1-dioxide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) LDA, HMPA, 2.) acetic acid / 1.) THF, -78 deg C

2: LiAlH₄ / tetrahydrofuran

3: diisopropylethylamine / CH₂Cl₂

4: 2.) m-chloroperbenzoic acid / 1.) toluene, RT, 3 h, 2.) CH₂Cl₂

5: 64 percent / pertrifluoroacetic acid, K₂HPO₄ / CH₂Cl₂

6: 1.) KH / 1.) THF

With N,N,N,N,N,N-hexamethylphosphoric triamide; dipotassium hydrogenphosphate; lithium aluminium tetrahydride; potassium hydride; acetic acid; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane;