[(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol

Base Information

• Chemical Name: [(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol
• CAS No.: 1050504-29-4
• Molecular Formula: C₁₃H₂₀N₂O
• Molecular Weight: 220.315
• Mol file: 1050504-29-4.mol

Synonyms:[(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol

Chemical Property of [(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of [(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol

There total 2 articles about [(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol 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: 93.0%

(3R,4S,1'S)-4-methoxycarbonyl-1-(1'-phenylethyl)-3-(trichloroacetylamino)pyrrolidin-2-one (856410-07-6) → [(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol (1050504-29-4)

Guidance literature:

(3R,4S,1'S)-4-methoxycarbonyl-1-(1'-phenylethyl)-3-(trichloroacetylamino)pyrrolidin-2-one; With borane; In tetrahydrofuran; at 70 ℃; for 1.5h;

With hydrogenchloride; In methanol; water; at 65 ℃; for 0.5h;

With sodium hydroxide; In methanol; water; at 65 ℃; for 3h;

Reference yield: 88.0%

C20H28N2O6 → [(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol (1050504-29-4)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 3h; Inert atmosphere; Reflux;

DOI:10.1007/s00706-014-1251-4

Reference yield: 92.0%

[(3S,4R)-4-amino-1-[(S)-1-phenylethyl]pyrrolidin-3-yl]methanol (1050504-29-4) + di-tert-butyl dicarbonate (24424-99-5) → (3R,4S,1'S)-3-(t-butoxycarbonylamino)-4-(hydroxymethyl)-1-(1-phenylethyl)pyrrolidine (1050504-30-7)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 2h;

DOI:10.1007/s00706-014-1251-4

upstream raw materials:

(3R,4S,1'S)-4-methoxycarbonyl-1-(1'-phenylethyl)-3-(trichloroacetylamino)pyrrolidin-2-one

Downstream raw materials:

(3R,4S,1'S)-3-(t-butoxycarbonylamino)-4-(hydroxymethyl)-1-(1-phenylethyl)pyrrolidine

[(3S,4R)-1-[2-[6-(benzyloxycarbonylamino)-9H-purin-9-yl]acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate

[(3S,4R)-1-[2-(2-amino-6-benzyloxy-9H-purin-9-yl)-acetyl]-4-(t-butoxycarbonylamino)pyrrolidin-3-yl]-methyl benzoate

(3R,4S)-4-[(benzoyloxy)methyl]-1-[2-(5-methyl-2,4-dioxo-3,4-dihydropyrimidin-1(2H)-yl)acetyl]pyrrolidin-3-aminium 2,2,2-trifluoroacetate