Benzyl (R)-3-hydroxy-2-phthalimidooxy propanoate

Base Information

• Chemical Name: Benzyl (R)-3-hydroxy-2-phthalimidooxy propanoate
• CAS No.: 309730-37-8
• Molecular Formula: C₁₈H₁₅NO₆
• Molecular Weight: 341.32
• Mol file: 309730-37-8.mol

Synonyms:Benzyl (R)-3-hydroxy-2-phthalimidooxy propanoate

Chemical Property of Benzyl (R)-3-hydroxy-2-phthalimidooxy propanoate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of Benzyl (R)-3-hydroxy-2-phthalimidooxy propanoate

There total 3 articles about Benzyl (R)-3-hydroxy-2-phthalimidooxy propanoate 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:

benzyl (R)-3-(tert-butyldimethylsilyloxy)-2-phthalimidooxypropanoate (310404-57-0) → Benzyl (R)-3-hydroxy-2-phthalimidooxy propanoate (309730-37-8)

Guidance literature:

With boron trifluoride diethyl etherate; In chloroform; for 0.333333h;

DOI:10.1021/jo0006573

Reference yield:

benzyl (S)-2,3-dihydroxypropionate (104640-62-2) → Benzyl (R)-3-hydroxy-2-phthalimidooxy propanoate (309730-37-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / DMAP; TEA / dimethylformamide / 8 h / 20 °C

2: 97 percent / PPh₃; DIAD / CH₂Cl₂ / 0.67 h / -40 - -20 °C

3: BF₃*Et₂O / CHCl₃ / 0.33 h

With dmap; di-isopropyl azodicarboxylate; TEA; boron trifluoride diethyl etherate; triphenylphosphine; In dichloromethane; chloroform; N,N-dimethyl-formamide; 1: silylation / 2: Substitution / 3: desilylation;

DOI:10.1021/jo0006573

Reference yield:

benzyl (S)-3-(tert-butyldimethylsilyloxy)-2-hydroxypropanoate (310404-56-9) → Benzyl (R)-3-hydroxy-2-phthalimidooxy propanoate (309730-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / PPh₃; DIAD / CH₂Cl₂ / 0.67 h / -40 - -20 °C

2: BF₃*Et₂O / CHCl₃ / 0.33 h

With di-isopropyl azodicarboxylate; boron trifluoride diethyl etherate; triphenylphosphine; In dichloromethane; chloroform; 1: Substitution / 2: desilylation;

DOI:10.1021/jo0006573

upstream raw materials:

benzyl (R)-3-(tert-butyldimethylsilyloxy)-2-phthalimidooxypropanoate

benzyl (S)-2,3-dihydroxypropionate

benzyl (S)-3-(tert-butyldimethylsilyloxy)-2-hydroxypropanoate

Downstream raw materials:

benzyl (R)-3-tert-butyloxy-2-phthalimidooxypropanoate