(2S,4R)-Benzyl 4-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(2S,4R)-Benzyl 4-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
CAS No.:787615-49-0
Molecular Formula:C18H26N2O5
Molecular Weight:350.415
Hs Code.:
DSSTox Substance ID:DTXSID101111689

Synonyms:787615-49-0;(2S,4R)-Benzyl 4-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate;DTXSID101111689;Phenylmethyl (2S,4R)-4-[[(1,1-dimethylethoxy)carbonyl]amino]-2-(hydroxymethyl)-1-pyrrolidinecarboxylate

Suppliers and Price of (2S,4R)-Benzyl 4-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Chemical Property of (2S,4R)-Benzyl 4-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

Chemical Property:

XLogP3:1.9
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:350.18417193
Heavy Atom Count:25
Complexity:457

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)OC(=O)NC1CC(N(C1)C(=O)OCC2=CC=CC=C2)CO
Isomeric SMILES:CC(C)(C)OC(=O)N[C@@H]1C[C@H](N(C1)C(=O)OCC2=CC=CC=C2)CO

Technology Process of (2S,4R)-Benzyl 4-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate

There total 3 articles about (2S,4R)-Benzyl 4-((tert-butoxycarbonyl)amino)-2-(hydroxymethyl)pyrrolidine-1-carboxylate 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: 80.0%

: 189215-90-5
1-benzyl 2-methyl (2S,4R)-4-(tert-butoxycarbonylamino)pyrrolidine-1,2-dicarboxylate

: 787615-49-0
(2S,4R)-N-1-(benzyloxycarbonyl)-4-(tert-butyloxycarbonylamino)pyrrolidin-2-methanol

Guidance literature:: With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; at 20 ℃; for 6h;
DOI:10.1039/b407292h

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 787615-49-0
(2S,4R)-N-1-(benzyloxycarbonyl)-4-(tert-butyloxycarbonylamino)pyrrolidin-2-methanol

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / H₂ / Raney-Ni / ethyl acetate / 2 h / 2068.59 Torr

2: 80 percent / LiCl; NaBH₄ / ethanol; tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; hydrogen; lithium chloride; nickel; In tetrahydrofuran; ethanol; ethyl acetate;
DOI:10.1039/b407292h

Reference yield:

: 77345-53-0
(2S,4S)-N-1-(benzyloxycarbonyl)-4-(p-toluenesulfonyloxy)proline methyl ester

: 787615-49-0
(2S,4R)-N-1-(benzyloxycarbonyl)-4-(tert-butyloxycarbonylamino)pyrrolidin-2-methanol

Guidance literature:: Multi-step reaction with 3 steps

1: NaN₃ / dimethylformamide / 12 h / 60 °C

2: 95 percent / H₂ / Raney-Ni / ethyl acetate / 2 h / 2068.59 Torr

3: 80 percent / LiCl; NaBH₄ / ethanol; tetrahydrofuran / 6 h / 20 °C

With sodium tetrahydroborate; sodium azide; hydrogen; lithium chloride; nickel; In tetrahydrofuran; ethanol; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/b407292h