syn-2,3-2-benzyl-3-hydroxy-butanoic acid

Base Information

• Chemical Name: syn-2,3-2-benzyl-3-hydroxy-butanoic acid
• CAS No.: 129287-83-8
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23

Synonyms:syn-2,3-2-benzyl-3-hydroxy-butanoic acid

Chemical Property of syn-2,3-2-benzyl-3-hydroxy-butanoic acid

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Technology Process of syn-2,3-2-benzyl-3-hydroxy-butanoic acid

There total 8 articles about syn-2,3-2-benzyl-3-hydroxy-butanoic 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: 85.0%

(2R,5S,6R)-5-Benzyl-2-tert-butyl-6-methyl-1,3-dioxan-4-on (129287-76-9) → syn-2,3-2-benzyl-3-hydroxy-butanoic acid (129287-83-8)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 24h; Ambient temperature;

Reference yield:

(3aS,4aR,8aS,8bR)-3-((2S,3R)-2-Benzyl-3-hydroxy-butyryl)-7,7-dimethyl-hexahydro-[1,3]dioxino[4',5':4,5]furo[2,3-d]oxazol-2-one (191287-33-9) → syn-2,3-2-benzyl-3-hydroxy-butanoic acid (129287-83-8)

Guidance literature:

With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃;

DOI:10.1016/S0957-4166(97)00096-7

Reference yield:

Methanesulfonic acid ((2R,4R,5S)-2-tert-butyl-4-methyl-6-oxo-[1,3]dioxan-5-yl)-phenyl-methyl ester → syn-2,3-2-benzyl-3-hydroxy-butanoic acid (129287-83-8)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / CHCl₃ / 36 h

2: 78 percent / H₂ / 10percent Pd-C / ethyl acetate / 3 h / 750.06 Torr

3: 85 percent / 3N HCl / tetrahydrofuran / 24 h / Ambient temperature

With hydrogenchloride; hydrogen; triethylamine; palladium on activated charcoal; In tetrahydrofuran; chloroform; ethyl acetate;

upstream raw materials:

(2R,5S,6R)-5-Benzyl-2-tert-butyl-6-methyl-1,3-dioxan-4-on

(3aS,4aR,8aS,8bR)-3-((2S,3R)-2-Benzyl-3-hydroxy-butyryl)-7,7-dimethyl-hexahydro-[1,3]dioxino[4',5':4,5]furo[2,3-d]oxazol-2-one

(E,2R,6R)-5-Benzyliden-2-tert-butyl-6-methyl-1,3-dioxan-4-on

(1'RS,2R,5R,6R)-2-(tert-butyl)-5-(α-hydroxybenzyl)-6-methyl-1,3-dioxan-4-one

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