<3(S,R),4(S,R),5(S,R)>-3-amino-5-(4-hydroxyphenyl)-4-methyltetrahydrofuran-2-one hydrobromide

Base Information

Chemical Name:<3(S,R),4(S,R),5(S,R)>-3-amino-5-(4-hydroxyphenyl)-4-methyltetrahydrofuran-2-one hydrobromide
CAS No.:131490-81-8
Molecular Formula:BrH*C₁₁H₁₃NO₃
Molecular Weight:288.141
Hs Code.:

Synonyms:<3(S,R),4(S,R),5(S,R)>-3-amino-5-(4-hydroxyphenyl)-4-methyltetrahydrofuran-2-one hydrobromide

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Chemical Property of <3(S,R),4(S,R),5(S,R)>-3-amino-5-(4-hydroxyphenyl)-4-methyltetrahydrofuran-2-one hydrobromide

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Technology Process of <3(S,R),4(S,R),5(S,R)>-3-amino-5-(4-hydroxyphenyl)-4-methyltetrahydrofuran-2-one hydrobromide

There total 4 articles about <3(S,R),4(S,R),5(S,R)>-3-amino-5-(4-hydroxyphenyl)-4-methyltetrahydrofuran-2-one hydrobromide 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: 76.0%

: 131490-80-7
<2(S,R),3(S,R),4(S,R)>-2-amino-4-hydroxy-4-(4-hydroxyphenyl)-3-methyl-N-tert-butylbutanamide

: 131490-81-8
<3(S,R),4(S,R),5(S,R)>-3-amino-5-(4-hydroxyphenyl)-4-methyltetrahydrofuran-2-one hydrobromide

Guidance literature:: With sodium hydroxide; hydrogen bromide; In methanol; for 48h;
DOI:10.1021/jo00005a042

Reference yield:

: 131490-79-4
<4(S,R),5(S,R)>-5-(4-hydroxyphenyl)-4-methyl-N-tert-butylisoxazolecarboxamide

: 131490-81-8
<3(S,R),4(S,R),5(S,R)>-3-amino-5-(4-hydroxyphenyl)-4-methyltetrahydrofuran-2-one hydrobromide

Guidance literature:: Multi-step reaction with 2 steps

1: 32 percent / sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran; toluene / 1.) -78 deg C, 1 h 2.) 0 deg C, 12 h

2: 76 percent / NaOH, HBr / methanol / 48 h

With sodium hydroxide; hydrogen bromide; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; toluene;
DOI:10.1021/jo00005a042

Reference yield:

: 88072-83-7
<5(S,R),4(S,R)>-5-(4-methoxyphenyl)-4-methyl-N-tert-butylisoxazolinecarboxamide

: 131490-81-8
<3(S,R),4(S,R),5(S,R)>-3-amino-5-(4-hydroxyphenyl)-4-methyltetrahydrofuran-2-one hydrobromide

Guidance literature:: Multi-step reaction with 3 steps

1: 67 percent / BBr₃ / CH₂Cl₂ / 0.5 h / -78 °C

2: 32 percent / sodium bis(2-methoxyethoxy)aluminum hydride / tetrahydrofuran; toluene / 1.) -78 deg C, 1 h 2.) 0 deg C, 12 h

3: 76 percent / NaOH, HBr / methanol / 48 h

With sodium hydroxide; hydrogen bromide; boron tribromide; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1021/jo00005a042