methyl (3S)-3-hydroxy-L-prolinate hydrochloride

Base Information

• Chemical Name: methyl (3S)-3-hydroxy-L-prolinate hydrochloride
• CAS No.: 1844898-16-3
• Molecular Formula: C₆H₁₁NO₃*(x)ClH
• Molecular Weight: 181.61738
• Mol file: 1844898-16-3.mol

Synonyms:

Chemical Property of methyl (3S)-3-hydroxy-L-prolinate hydrochloride

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Methyl(2R,3S)-3-Hydroxypyrrolidine-2-carboxylateHydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (3S)-3-hydroxy-L-prolinate hydrochloride

There total 1 articles about methyl (3S)-3-hydroxy-L-prolinate hydrochloride 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: 100.0%

→ (2S,3R)-methyl 3-hydroxypyrrolidine-2-carboxylate hydrochloride (757961-41-4,1844898-16-3)

Guidance literature:

Reference yield: 97.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (3S)-3-hydroxy-L-prolinate hydrochloride (1844898-16-3) → (2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate (184046-78-4)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 0 - 20 ℃;

Reference yield:

(2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester hydrochloride (1844898-16-3) → (7R,7aR)-7-amino-2-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-hexahydro-pyrrolo[1,2-c]imidazol-3-one (850003-11-1)

Guidance literature:

Multi-step reaction with 11 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: 1H-imidazole / dichloromethane / 20 °C

3: lithium triethylborohydride / tetrahydrofuran / 3.67 h / -78 - 20 °C

4: Dess-Martin periodane / 2 - 4 h / 0 - 20 °C

5: sodium tris(acetoxy)borohydride / acetic acid; 1,2-dichloro-ethane / 1 h / 20 °C

6: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

7: N-ethyl-N,N-diisopropylamine / dichloromethane; toluene / 2 h / 0 - 20 °C

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C

9: triethylamine / dichloromethane / 0.75 - 1 h / 0 °C

10: sodium azide / dimethyl sulfoxide / 24 h / 80 °C

11: triphenylphosphine / tetrahydrofuran; water / 48 h / 50 - 70 °C

With 1H-imidazole; sodium azide; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; lithium triethylborohydride; Dess-Martin periodane; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; water; acetic acid; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene;

Downstream raw materials:

1-benzyl 2-methyl (2S,3R)-3-azido-pyrrolidine-1,2-dicarboxylate

benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-azidomethyl-pyrrolidine-1-carboxylate

1-benzyl 2-methyl (2S,3S)-3-((3-nitrophenyl)sulfonyloxy)pyrrolidine-1,2-dicarboxylate

benzyl (2R,3R)-3-((benzyloxy)carbonylamino)-2-((tert-butoxycarbonylamino)methyl)-pyrrolidine-1-carboxylate