(S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine

Base Information

• Chemical Name: (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine
• CAS No.: 102061-02-9
• Molecular Formula: C₁₃H₁₇NO₃
• Molecular Weight: 235.283
• Mol file: 102061-02-9.mol

Synonyms:(S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine

Chemical Property of (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine

There total 9 articles about (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine 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:

(S)-2-hydroxymethyl-N-benzoylformyl pyrrolidine → (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine (102061-02-9) + (2S)-2-(hydroxymethyl)-1-[(2R)-2-hydroxy-2-phenylacetyl]pyrrolidine (102061-04-1)

Guidance literature:

With tetramethylammonium triacetoxyborohydride; In acetone; at 28 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1016/00404-0399(50)11528-

Reference yield:

(S)-2-hydroxymethyl-N-benzoylformyl pyrrolidine (219598-58-0) → (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine (102061-02-9) + (2S)-2-(hydroxymethyl)-1-[(2R)-2-hydroxy-2-phenylacetyl]pyrrolidine (102061-04-1)

Guidance literature:

With tetramethylammonium triacetoxyborohydride; In 1,2-dimethoxyethane; Yield given; Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0040-4020(98)00914-4

Reference yield:

(S)-2-hydroxymethyl-N,O-bisbenzoylformyl pyrrolidine (219598-57-9) → (S)-2-hydroxymethyl-N-((R)-2-hydroxy-2-phenyl)-acetyl pyrrolidine (102061-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaOH / tetrahydrofuran; H₂O / 2 h / Ambient temperature

2: KBH₄ / methanol / 10 h / 0 °C

With sodium hydroxide; potassium borohydride; In tetrahydrofuran; methanol; water;

DOI:10.1016/S0040-4020(98)00914-4

upstream raw materials:

N-phenylacetyl-L-proplinol

phenylmagnesium bromide

(3S,8aS)-3-Hydroxy-tetrahydro-pyrrolo[2,1-c][1,4]oxazin-4-one

2-isobutylidene malonic acid dimethyl ester

Downstream raw materials:

(S)-Mandelic acid

(R)-Mandelic Acid

(R)-methyl mandelate