(S)-tert-butyl 2-((1R,2R)-3-(benzyloxy)-1-hydroxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Base Information

Chemical Name:(S)-tert-butyl 2-((1R,2R)-3-(benzyloxy)-1-hydroxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate
CAS No.:163768-51-2
Molecular Formula:C₂₀H₂₉NO₅
Molecular Weight:363.454
Hs Code.:
DSSTox Substance ID:DTXSID601114488

Synonyms:163768-51-2;(S)-tert-butyl 2-((1R,2R)-3-(benzyloxy)-1-hydroxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate;tert-butyl (2S)-2-[(1R,2R)-1-hydroxy-2-methyl-3-oxo-3-phenylmethoxypropyl]pyrrolidine-1-carboxylate;DTXSID601114488;CS-M2906;AKOS037649780;CS-13631;(S)-tert-butyl2-((1R,2R)-3-(benzyloxy)-1-hydroxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate;Phenylmethyl (alphaR,betaR,2S)-1-[(1,1-dimethylethoxy)carbonyl]-beta-hydroxy-alpha-methyl-2-pyrrolidinepropanoate

Suppliers and Price of (S)-tert-butyl 2-((1R,2R)-3-(benzyloxy)-1-hydroxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 2 raw suppliers

Chemical Property of (S)-tert-butyl 2-((1R,2R)-3-(benzyloxy)-1-hydroxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

Chemical Property:

XLogP3:2.9
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:8
Exact Mass:363.20457303
Heavy Atom Count:26
Complexity:481

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C(C1CCCN1C(=O)OC(C)(C)C)O)C(=O)OCC2=CC=CC=C2
Isomeric SMILES:C[C@H]([C@H]([C@@H]1CCCN1C(=O)OC(C)(C)C)O)C(=O)OCC2=CC=CC=C2

Technology Process of (S)-tert-butyl 2-((1R,2R)-3-(benzyloxy)-1-hydroxy-2-methyl-3-oxopropyl)pyrrolidine-1-carboxylate

There total 1 articles about (S)-tert-butyl 2-((1R,2R)-3-(benzyloxy)-1-hydroxy-2-methyl-3-oxopropyl)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: 11.0%

: 122-63-4
benzyl proprionate

: 69610-41-9,117625-90-8
Boc-L-Pro-H

: 173653-47-9
benzyl (2S,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate

: 163768-51-2
benzyl (2R,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.5h;
DOI:10.1248/cpb.43.1706

Reference yield: 94.0%

: 163768-51-2
benzyl (2R,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate

: 74-88-4
methyl iodide

: 149606-97-3
benzyl (2R,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-methoxy-2-methylpropanoate

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;
DOI:10.1248/cpb.43.1706

Reference yield:

: 163768-51-2
benzyl (2R,3R,2'S)-3-(N-tert-butoxycarbonyl-2'-pyrrolidinyl)-3-hydroxy-2-methylpropanoate

: 110417-88-4
dolastatin 10

Guidance literature:: Multi-step reaction with 5 steps

1: 41 percent / BF₃*OEt₂ / CH₂Cl₂

2: H₂ / 5percent Pd/C / 2-methyl-propan-2-ol; H₂O

3: benzotriazolyloxytris(dimethylamino)phosphonium hexafluorophosphate, iso-Pr₂NEt / acetonitrile

4: HCl / dioxane / 1 h / Ambient temperature

5: diethyl phosphorocyanidate, Et₃N / dimethylformamide

With hydrogenchloride; diethyl cyanophosphonate; boron trifluoride diethyl etherate; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;
DOI:10.1248/cpb.43.1706