3-(2,2-Dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,6-dihydro-1H-1λ⁶-[1,2]thiazine-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: 3-(2,2-Dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,6-dihydro-1H-1λ⁶-[1,2]thiazine-2-carboxylic acid benzyl ester
• CAS No.: 107302-11-4
• Molecular Formula: C₁₇H₂₃NO₆S
• Molecular Weight: 369.439

Synonyms:3-(2,2-Dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,6-dihydro-1H-1λ⁶-[1,2]thiazine-2-carboxylic acid benzyl ester

Chemical Property of 3-(2,2-Dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,6-dihydro-1H-1λ⁶-[1,2]thiazine-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 3-(2,2-Dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,6-dihydro-1H-1λ⁶-[1,2]thiazine-2-carboxylic acid benzyl ester

There total 7 articles about 3-(2,2-Dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,6-dihydro-1H-1λ⁶-[1,2]thiazine-2-carboxylic acid benzyl 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:

sultam (107302-08-9) → 3-(2,2-Dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,6-dihydro-1H-1λ6-[1,2]thiazine-2-carboxylic acid benzyl ester (107302-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) AcOH, H₂O; 2.) PCC, alumina

2: methanolic HCl / methanol

With hydrogenchloride; aluminum oxide; water; acetic acid; pyridinium chlorochromate; In methanol;

Reference yield:

(R)-3-[2-(tert-Butyl-dimethyl-silanyloxy)-ethyl]-5-methyl-1-oxo-3,6-dihydro-1H-1λ4-[1,2]thiazine-2-carboxylic acid benzyl ester (107302-06-7,107302-07-8) → 3-(2,2-Dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,6-dihydro-1H-1λ6-[1,2]thiazine-2-carboxylic acid benzyl ester (107302-11-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / m-chloroperbenzoic acid / CH₂Cl₂

2: 1.) AcOH, H₂O; 2.) PCC, alumina

3: methanolic HCl / methanol

With hydrogenchloride; aluminum oxide; water; acetic acid; 3-chloro-benzenecarboperoxoic acid; pyridinium chlorochromate; In methanol; dichloromethane;

Reference yield:

5-Methyl-1,1-dioxo-3-(2-oxo-ethyl)-3,6-dihydro-1H-1λ6-[1,2]thiazine-2-carboxylic acid benzyl ester (107908-58-7) + trimethyl orthoformate (149-73-5) → 3-(2,2-Dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,6-dihydro-1H-1λ6-[1,2]thiazine-2-carboxylic acid benzyl ester (107302-11-4)

Guidance literature:

With hydrogenchloride; In methanol; dichloromethane; for 24h; Yield given;

DOI:10.1021/jo00383a001

upstream raw materials:

5-Methyl-1,1-dioxo-3-(2-oxo-ethyl)-3,6-dihydro-1H-1λ⁶-[1,2]thiazine-2-carboxylic acid benzyl ester

trimethyl orthoformate

methyl 5-methyl-2,4-hexadienoate

(E)-methyl 5-methylhexa-3,5-dienoate

Downstream raw materials:

β-epoxysultam

Acetic acid (3R,4R)-4-benzyloxycarbonylamino-2,6-dimethoxy-2-methyl-tetrahydro-pyran-3-yl ester

Acetic acid (1S,2S)-1-acetyl-2-benzyloxycarbonylamino-4,4-dimethoxy-butyl ester

(3R,4S)-4-Acetoxy-3-(2,2-dimethoxy-ethyl)-5-methyl-1,1-dioxo-3,4-dihydro-1H-1λ⁶-[1,2]thiazine-2-carboxylic acid benzyl ester

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