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

Base Information

• Chemical Name: (+)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]carbamate
• CAS No.: 186759-64-8
• Molecular Formula: C₁₈H₂₉NO₃Si
• Molecular Weight: 335.519

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

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

Chemical Property:

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

There total 10 articles about (+)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]carbamate 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: 97.0%

(-)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]formylcarbamate (1315128-01-8) → (+)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]carbamate (186759-64-8)

Guidance literature:

With potassium hydroxide; In methanol; at 20 ℃; for 1h;

DOI:10.1002/chem.201100649

Reference yield: 96.0%

(R)-(1-hydroxymethallyl)carbamic acid benzyl ester (91103-38-7) + tert-butyldimethylsilyl chloride (18162-48-6) → (+)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]carbamate (186759-64-8)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; for 11h; Ambient temperature;

Reference yield:

(R)-benzyl [1-(tert-butyldimethylsilanyloxymethyl)-3-methanesulfinylpropyl]carbamate → (+)-phenylmethyl [(1R)-1-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)prop-2-en-1-yl]carbamate (186759-64-8)

Guidance literature:

With calcium carbonate; In 1,2-dichloro-benzene; at 180 ℃; for 4h;

DOI:10.1002/chem.200305421

upstream raw materials:

(R)-(1-hydroxymethallyl)carbamic acid benzyl ester

tert-butyldimethylsilyl chloride

N-<(benzyloxy)carbonyl>-D-vinylglycine methyl ester

N-<(benzoyloxy)carbonyl>-D,L-vinylglycine methyl ester

Downstream raw materials:

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

(+)-phenylmethyl (2R,5R)-2-({[(1,1-dimethylethyl)(dimethyl)silyl]oxy}methyl)-5-[2-(methyloxy)-2-oxoethyl]pyrrolidine-1-carboxylate

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