(1R,2S,3S,4R)-2,3-<(dimethylmethylene)dioxy>-4-<((methoxymethyl)oxy)methyl>-1-<(methoxycarbonyl)amino>-4-(phenylseleno)cyclopentane

Base Information

Chemical Name:(1R,2S,3S,4R)-2,3-<(dimethylmethylene)dioxy>-4-<((methoxymethyl)oxy)methyl>-1-<(methoxycarbonyl)amino>-4-(phenylseleno)cyclopentane
CAS No.:85390-41-6
Molecular Formula:C₁₉H₂₇NO₆Se
Molecular Weight:444.386
Hs Code.:

Synonyms:(1R,2S,3S,4R)-2,3-<(dimethylmethylene)dioxy>-4-<((methoxymethyl)oxy)methyl>-1-<(methoxycarbonyl)amino>-4-(phenylseleno)cyclopentane

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Chemical Property of (1R,2S,3S,4R)-2,3-<(dimethylmethylene)dioxy>-4-<((methoxymethyl)oxy)methyl>-1-<(methoxycarbonyl)amino>-4-(phenylseleno)cyclopentane

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Technology Process of (1R,2S,3S,4R)-2,3-<(dimethylmethylene)dioxy>-4-<((methoxymethyl)oxy)methyl>-1-<(methoxycarbonyl)amino>-4-(phenylseleno)cyclopentane

There total 8 articles about (1R,2S,3S,4R)-2,3-<(dimethylmethylene)dioxy>-4-<((methoxymethyl)oxy)methyl>-1-<(methoxycarbonyl)amino>-4-(phenylseleno)cyclopentane 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:

: 84955-43-1
(3aS,4R,6S,6aR)-6-Formyl-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid

: 85390-41-6
(1R,2S,3S,4R)-2,3-<(dimethylmethylene)dioxy>-4-<((methoxymethyl)oxy)methyl>-1-<(methoxycarbonyl)amino>-4-(phenylseleno)cyclopentane

Guidance literature:: Multi-step reaction with 6 steps

1: 2.42 g

2: 73 percent / p-(dimethylamino)pyridine, triethylamine / tetrahydrofuran / 16 h / Ambient temperature

3: 44.7 percent / silver trifluoroacetate / CH₂Cl₂ / 2 h / Ambient temperature

4: 87 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / Ambient temperature

5: 108 mg / 0.13M NaOH / acetone / 2 h

6: 1.) triethylamine, ethyl chloroformate, 2.) sodium azide

With dmap; sodium hydroxide; sodium azide; silver trifluoroacetate; chloroformic acid ethyl ester; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/ja00350a050

Reference yield:

: 85390-36-9
methyl (1R,2S,3R,4R)-2,3-<(dimethylmethylene)dioxy>-4-formyl-cyclopentane-1-carboxylate

: 85390-41-6
(1R,2S,3S,4R)-2,3-<(dimethylmethylene)dioxy>-4-<((methoxymethyl)oxy)methyl>-1-<(methoxycarbonyl)amino>-4-(phenylseleno)cyclopentane

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / p-(dimethylamino)pyridine, triethylamine / tetrahydrofuran / 16 h / Ambient temperature

2: 44.7 percent / silver trifluoroacetate / CH₂Cl₂ / 2 h / Ambient temperature

3: 87 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / Ambient temperature

4: 108 mg / 0.13M NaOH / acetone / 2 h

5: 1.) triethylamine, ethyl chloroformate, 2.) sodium azide

With dmap; sodium hydroxide; sodium azide; silver trifluoroacetate; chloroformic acid ethyl ester; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/ja00350a050

Reference yield:

: 84955-42-0
(3aS,4R,6R,6aR)-6-(1,2-Dihydroxy-ethyl)-2,2-dimethyl-tetrahydro-cyclopenta[1,3]dioxole-4-carboxylic acid

: 85390-41-6
(1R,2S,3S,4R)-2,3-<(dimethylmethylene)dioxy>-4-<((methoxymethyl)oxy)methyl>-1-<(methoxycarbonyl)amino>-4-(phenylseleno)cyclopentane

Guidance literature:: Multi-step reaction with 7 steps

1: NaIO₄ / 0.5 h / Ambient temperature

2: 2.42 g

3: 73 percent / p-(dimethylamino)pyridine, triethylamine / tetrahydrofuran / 16 h / Ambient temperature

4: 44.7 percent / silver trifluoroacetate / CH₂Cl₂ / 2 h / Ambient temperature

5: 87 percent / diisopropylethylamine / CH₂Cl₂ / 16 h / Ambient temperature

6: 108 mg / 0.13M NaOH / acetone / 2 h

7: 1.) triethylamine, ethyl chloroformate, 2.) sodium azide

With dmap; sodium hydroxide; sodium periodate; sodium azide; silver trifluoroacetate; chloroformic acid ethyl ester; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; dichloromethane; acetone;
DOI:10.1021/ja00350a050