4H-Pyrano[3,4-d]oxazol-2(3H)-one,6-ethoxytetrahydro-3,4-dimethyl-,[3aR-(3aalpha,4alpha,6bta,7aalpha)]-(9CI)

Base Information

Chemical Name:4H-Pyrano[3,4-d]oxazol-2(3H)-one,6-ethoxytetrahydro-3,4-dimethyl-,[3aR-(3aalpha,4alpha,6bta,7aalpha)]-(9CI)
CAS No.:81794-10-7
Molecular Formula:C₁₀H₁₇NO₄
Molecular Weight:215.249
Hs Code.:
Mol file:81794-10-7.mol

Synonyms:4H-Pyrano[3,4-d]oxazol-2(3H)-one,6-ethoxytetrahydro-3,4-dimethyl-,[3aR-(3aalpha,4alpha,6bta,7aalpha)]-(9CI)

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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 4H-Pyrano[3,4-d]oxazol-2(3H)-one,6-ethoxytetrahydro-3,4-dimethyl-,[3aR-(3aalpha,4alpha,6bta,7aalpha)]-(9CI)

Chemical Property:

PSA：48.00000
LogP:0.91490

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 4H-Pyrano[3,4-d]oxazol-2(3H)-one,6-ethoxytetrahydro-3,4-dimethyl-,[3aR-(3aalpha,4alpha,6bta,7aalpha)]-(9CI)

There total 10 articles about 4H-Pyrano[3,4-d]oxazol-2(3H)-one,6-ethoxytetrahydro-3,4-dimethyl-,[3aR-(3aalpha,4alpha,6bta,7aalpha)]-(9CI) 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: 59.0%

: 81794-09-4
3'-N-methyl-2'-oxo-(ethyl 2,4,6-trideoxy-2,6-diiodo-α-D-altropyranosido)-<3,4:5',4>-oxazolidone

: 81794-10-7
3'-N-methyl-2'-oxo-(ethyl 2,4,6-trideoxy-α-D-ribo-hexapyranosido)-<3,4:5',4'>-oxazolidone

Guidance literature:: With Perbenzoic acid; tri-n-butyl-tin hydride; In benzene; for 0.5h; Heating;
DOI:10.1139/v84-262

Reference yield:

: 56932-85-5
ethyl 4,6-di-O-benzoyl-2,3-dideoxy-α-D-threo-hex-2-enopyranoside

: 81794-10-7
3'-N-methyl-2'-oxo-(ethyl 2,4,6-trideoxy-α-D-ribo-hexapyranosido)-<3,4:5',4'>-oxazolidone

Guidance literature:: Multi-step reaction with 7 steps

1: 75 percent / sodium methoxide / methanol / 2 h / 23 °C

2: 86 percent / pyridine / 48 h / 0 °C

3: 71 percent / dimethylsulfoxide / 1.5 h / Ambient temperature

4: 79 percent / triethylamine / CH₂Cl₂ / 2 h / 0 °C

5: 72 percent / iodonium dicollidine perchlorate / dioxane / 0.67 h / Heating

6: 76 percent / sodium iodide / acetone / 6 h / Heating

7: 59 percent / tri-n-butyltin hydride, benzoyl peroxide / benzene / 0.5 h / Heating

With Perbenzoic acid; iodonium di(2,4,6-trimethylpyridine) perchlorate; tri-n-butyl-tin hydride; sodium methylate; triethylamine; sodium iodide; In 1,4-dioxane; pyridine; methanol; dichloromethane; dimethyl sulfoxide; acetone; benzene;
DOI:10.1139/v84-262

Reference yield:

: 92562-75-9
ethyl 2,3,4-trideoxy-4-N-methylamino-6-O-p-toluenesulfonyl-α-D-erythro-hex-2-enopyranoside

: 81794-10-7
3'-N-methyl-2'-oxo-(ethyl 2,4,6-trideoxy-α-D-ribo-hexapyranosido)-<3,4:5',4'>-oxazolidone

Guidance literature:: Multi-step reaction with 4 steps

1: 79 percent / triethylamine / CH₂Cl₂ / 2 h / 0 °C

2: 72 percent / iodonium dicollidine perchlorate / dioxane / 0.67 h / Heating

3: 76 percent / sodium iodide / acetone / 6 h / Heating

4: 59 percent / tri-n-butyltin hydride, benzoyl peroxide / benzene / 0.5 h / Heating

With Perbenzoic acid; iodonium di(2,4,6-trimethylpyridine) perchlorate; tri-n-butyl-tin hydride; triethylamine; sodium iodide; In 1,4-dioxane; dichloromethane; acetone; benzene;
DOI:10.1139/v84-262