(2S,3S)-3-amino-2-benzyl-2-hydroxysuccinic acid

Base Information

Chemical Name:(2S,3S)-3-amino-2-benzyl-2-hydroxysuccinic acid
CAS No.:1365265-61-7
Molecular Formula:C₁₁H₁₃NO₅
Molecular Weight:239.228
Hs Code.:

Synonyms:(2S,3S)-3-amino-2-benzyl-2-hydroxysuccinic acid

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Chemical Property of (2S,3S)-3-amino-2-benzyl-2-hydroxysuccinic acid

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Technology Process of (2S,3S)-3-amino-2-benzyl-2-hydroxysuccinic acid

There total 4 articles about (2S,3S)-3-amino-2-benzyl-2-hydroxysuccinic acid 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:

: C₁₈H₁₉NO₇S

: 1365265-61-7
(2S,3S)-3-amino-2-benzyl-2-hydroxysuccinic acid

Guidance literature:: C₁₈H₁₉NO₇S; With hydrogen bromide; acetic acid; phenol; for 21h; Reflux;

With water; at 50 ℃; for 0.333333h;
DOI:10.1016/j.tetasy.2012.01.004

Reference yield:

: 1365265-51-5
(E)-dibenzyl 2-benzylfumarate

: 1365265-61-7
(2S,3S)-3-amino-2-benzyl-2-hydroxysuccinic acid

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium osmate(VI) dihydrate; water; 1,4-bis(9-O-dihydroquinidine)phthalazine / acetonitrile / 48.5 h / 20 °C

2.1: lithium hydroxide / water / 2 h / 60 °C / Microwave irradiation

3.1: hydrogen bromide; acetic acid; phenol / 21 h / Reflux

3.2: 0.33 h / 50 °C

With potassium osmate(VI) dihydrate; water; hydrogen bromide; acetic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; lithium hydroxide; phenol; In water; acetonitrile; 1.1: Sharpless asymmetric aminohydroxylation;
DOI:10.1016/j.tetasy.2012.01.004

Reference yield:

: 100-39-0
benzyl bromide

: 1365265-61-7
(2S,3S)-3-amino-2-benzyl-2-hydroxysuccinic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: N,N,N,N,N,N-hexamethylphosphoric triamide; lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 1 h / -78 °C / Inert atmosphere

1.3: 20 °C / Inert atmosphere

2.1: phthalimide; di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 3 h / 20 °C

3.1: potassium osmate(VI) dihydrate; water; 1,4-bis(9-O-dihydroquinidine)phthalazine / acetonitrile / 48.5 h / 20 °C

4.1: lithium hydroxide / water / 2 h / 60 °C / Microwave irradiation

5.1: hydrogen bromide; acetic acid; phenol / 21 h / Reflux

5.2: 0.33 h / 50 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium osmate(VI) dihydrate; phthalimide; di-isopropyl azodicarboxylate; water; hydrogen bromide; acetic acid; 1,4-bis(9-O-dihydroquinidine)phthalazine; triphenylphosphine; lithium hydroxide; lithium hexamethyldisilazane; phenol; In tetrahydrofuran; water; acetonitrile; 2.1: Mitsunobu dehydration / 3.1: Sharpless asymmetric aminohydroxylation;
DOI:10.1016/j.tetasy.2012.01.004