(+)-benzyl (1R)-2-(5-methyl-2-furyl)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)ethylcarbamate

Base Information

Chemical Name:(+)-benzyl (1R)-2-(5-methyl-2-furyl)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)ethylcarbamate
CAS No.:904682-21-9
Molecular Formula:C₂₂H₃₃NO₄Si
Molecular Weight:403.594
Hs Code.:

Synonyms:(+)-benzyl (1R)-2-(5-methyl-2-furyl)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)ethylcarbamate

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

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Chemical Property of (+)-benzyl (1R)-2-(5-methyl-2-furyl)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)ethylcarbamate

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Technology Process of (+)-benzyl (1R)-2-(5-methyl-2-furyl)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)ethylcarbamate

There total 5 articles about (+)-benzyl (1R)-2-(5-methyl-2-furyl)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)ethylcarbamate 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: 73.0%

: 904682-18-4
(-)-benzyl (1R)-[2-(5-methyl-2-furyl)-1-(hydroxymethyl)ethyl]carbamate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 904682-21-9
(+)-benzyl (1R)-2-(5-methyl-2-furyl)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)ethylcarbamate

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;
DOI:10.1002/chem.200600192

Reference yield:

: 620-02-0
5-Methylfurfural

: 904682-21-9
(+)-benzyl (1R)-2-(5-methyl-2-furyl)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)ethylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / t-BuOK / CH₂Cl₂ / 2 h / 20 °C

2: 98 percent / MandyPhos(OMe); H₂ / [Rh(nbd)2]BF₄ / methanol; toluene / 16.5 h / 20 °C / 3750.38 Torr

3: 81 percent / DIBALH / tetrahydrofuran; hexane / -78 - 20 °C

4: 73 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; potassium tert-butylate; hydrogen; diisobutylaluminium hydride; di(norbornadiene)rhodium(I) tetrafluoroborate; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; 1: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/chem.200600192

Reference yield:

: 226880-80-4
methyl (2Z)-2-{[(benzyloxy)carbonyl]amino}-3-(5-methyl-2-furyl)acrylate

: 904682-21-9
(+)-benzyl (1R)-2-(5-methyl-2-furyl)-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)ethylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / MandyPhos(OMe); H₂ / [Rh(nbd)2]BF₄ / methanol; toluene / 16.5 h / 20 °C / 3750.38 Torr

2: 81 percent / DIBALH / tetrahydrofuran; hexane / -78 - 20 °C

3: 73 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; hydrogen; diisobutylaluminium hydride; di(norbornadiene)rhodium(I) tetrafluoroborate; In tetrahydrofuran; methanol; hexane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/chem.200600192