(-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate

Base Information

Chemical Name:(-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate
CAS No.:1315128-01-8
Molecular Formula:C₁₉H₂₉NO₄Si
Molecular Weight:363.529
Hs Code.:

Synonyms:(-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate

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Chemical Property of (-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate

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Technology Process of (-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate

There total 1 articles about (-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate 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%

: C₁₂H₂₄O₄Si

: 69261-49-0
benzyl formylcarbamate

: 1315128-01-8
(-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate

: 1315128-03-0
phenylmethyl ((2E)-4-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}but-2-en-1-yl)formylcarbamate

Guidance literature:: With bis(1,5-cyclooctadiene)diiridium(I) dichloride; C₃₇H₃₂NO₃P; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In tetrahydrofuran; at 20 ℃; for 3h; enantioselective reaction; Inert atmosphere;
DOI:10.1002/chem.201100649

Reference yield: 97.0%

: 1315128-01-8
(-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate

: 186759-64-8
(+)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]carbamate

Guidance literature:: With potassium hydroxide; In methanol; at 20 ℃; for 1h;
DOI:10.1002/chem.201100649

Reference yield:

: 1315128-01-8
(-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate

: 1315128-42-7
(+)-methyl (2E,6R)-7-{[(1,1-dimethylethyl)(dimethyl)silyl]oxy}-6-({[(phenylmethyl)oxy]carbonyl}amino)hept-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1: potassium hydroxide / methanol / 1 h / 20 °C

2: tetrahydrofuran / 4 h / 50 °C / Inert atmosphere

3: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triphenyl-arsane; caesium carbonate; N,N-dimethyl-formamide / tetrahydrofuran; water / 20 °C / Inert atmosphere

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; triphenyl-arsane; caesium carbonate; N,N-dimethyl-formamide; potassium hydroxide; In tetrahydrofuran; methanol; water; 3: Suzuki-Miyaura coupling;
DOI:10.1002/chem.201100649