N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine

Base Information

Chemical Name:N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine
CAS No.:325771-78-6
Molecular Formula:C₁₈H₂₁N₃O₆
Molecular Weight:375.381
Hs Code.:

Synonyms:N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine

Suppliers and Price of N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine

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 0 raw suppliers

Chemical Property of N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine

There total 10 articles about N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-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: 77.0%

: 325771-72-0
N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine

: 325771-78-6
N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine

Guidance literature:: N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine; With N,O-bis-(trimethylsilyl)-acetamide; In dichloromethane; at 20 ℃; for 1.5h; Further stages.;
DOI:10.1021/ol007029s

Reference yield:

: (2R,3S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester

: 325771-78-6
N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine

Guidance literature:: Multi-step reaction with 8 steps

1: 11.0 g / piperidine / tetrahydrofuran / 12 h / 20 °C

2: N-chlorosuccinimide / hexane / 1 h / 20 °C

3: lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; hexane / -78 - 0 °C

4: 5.92 g / Et₃N / tetrahydrofuran; hexane / 8 h / 20 °C

5: 58 percent / tributylamin; triphenylarsine / palladium(II) acetate / dimethylformamide / 20 h / 65 °C

6: TBAF; acetic acid / tetrahydrofuran / 37 h / -15 - 20 °C

7: 1.44 g / NaB(OAc)3H; acetic acid / acetonitrile / 0.33 h / -15 °C

8: 77 percent / N,O-bis(trimethylsilyl)acetamide / CH₂Cl₂ / 1.5 h / 20 °C

With piperidine; N-chloro-succinimide; N,O-bis-(trimethylsilyl)-acetamide; tributyl-amine; triphenyl-arsane; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; palladium diacetate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 5: Heck reaction;
DOI:10.1021/ol007029s

Reference yield:

: 166047-90-1
(2R,3S)-N-[(9-fluorenylmethoxy)carbonyl]-3-hydroxy-2-(hydroxymethyl)pyrrolidine

: 325771-78-6
N-(benzyloxycarbonyl)-(2R)-(2,4-dioxo-1-methyl-1,2,3,4-tetrahydropyrimidin-5-yl)-(4S)-hydroxy-(5R)-hydroxymethyl-pyrrolidine

Guidance literature:: Multi-step reaction with 9 steps

1: imidazole / tetrahydrofuran / 2 h / 20 °C

2: 11.0 g / piperidine / tetrahydrofuran / 12 h / 20 °C

3: N-chlorosuccinimide / hexane / 1 h / 20 °C

4: lithium 2,2,6,6-tetramethylpiperidide / tetrahydrofuran; hexane / -78 - 0 °C

5: 5.92 g / Et₃N / tetrahydrofuran; hexane / 8 h / 20 °C

6: 58 percent / tributylamin; triphenylarsine / palladium(II) acetate / dimethylformamide / 20 h / 65 °C

7: TBAF; acetic acid / tetrahydrofuran / 37 h / -15 - 20 °C

8: 1.44 g / NaB(OAc)3H; acetic acid / acetonitrile / 0.33 h / -15 °C

9: 77 percent / N,O-bis(trimethylsilyl)acetamide / CH₂Cl₂ / 1.5 h / 20 °C

With piperidine; 1H-imidazole; N-chloro-succinimide; N,O-bis-(trimethylsilyl)-acetamide; tributyl-amine; triphenyl-arsane; 2,2,6,6-tetramethylpiperidinyl-lithium; tetrabutyl ammonium fluoride; sodium tris(acetoxy)borohydride; acetic acid; triethylamine; palladium diacetate; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 6: Heck reaction;
DOI:10.1021/ol007029s