2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-formyl-2-methyl-propyl]-amide

Base Information

Chemical Name:2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-formyl-2-methyl-propyl]-amide
CAS No.:1026522-61-1
Molecular Formula:C₃₁H₃₇N₃O₇Si
Molecular Weight:591.736
Hs Code.:

2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-formyl-2-methyl-propyl]-amide

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Chemical Property of 2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-formyl-2-methyl-propyl]-amide

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Technology Process of 2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-formyl-2-methyl-propyl]-amide

There total 14 articles about 2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-formyl-2-methyl-propyl]-amide 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:

: 132629-37-9
ethyl 2-[(E)-2-phenylethenyl]oxazole-4-carboxylate

: 1026522-61-1
2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-formyl-2-methyl-propyl]-amide

Guidance literature:: Multi-step reaction with 10 steps

1: 85 percent / OsO₄, Me₃NO, H₂O / acetone

2: 84 percent / Pb(OAc)4, K₂CO₃ / methanol / 0 °C

3: 87 percent / NaBH₄ / ethanol

4: 75 percent / P₂O₅ / CHCl₃

5: 99 percent / aq. NH₄OH

6: 1) NaHCO₃, 2) TFAA / 1) THF, reflux, 2) THF, 0 deg C

7: 98 percent / aq. LiOH / tetrahydrofuran

8: 68 percent / DCC, HOBT / dimethylformamide / Ambient temperature

9: 87 percent / H₂ / Pd/C / ethanol

10: Dess-Martin periodinane / CH₂Cl₂

With lead(IV) acetate; lithium hydroxide; ammonium hydroxide; sodium tetrahydroborate; osmium(VIII) oxide; trimethylamine-N-oxide; water; hydrogen; phosphorus pentoxide; sodium hydrogencarbonate; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; dicyclohexyl-carbodiimide; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jo960532r

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 1026522-61-1
2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-formyl-2-methyl-propyl]-amide

Guidance literature:: Multi-step reaction with 5 steps

1: 90 percent

2: 94 percent / TFA / CH₂Cl₂ / Ambient temperature

3: 68 percent / DCC, HOBT / dimethylformamide / Ambient temperature

4: 87 percent / H₂ / Pd/C / ethanol

5: Dess-Martin periodinane / CH₂Cl₂

With hydrogen; benzotriazol-1-ol; Dess-Martin periodane; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo960532r

Reference yield:

: 181633-60-3
ethyl 2-formyl-1, 3-oxazole-4-carboxylate

: 1026522-61-1
2'-Methoxymethoxymethyl-[2,4']bioxazolyl-4-carboxylic acid [(1R,2R)-3-(tert-butyl-diphenyl-silanyloxy)-1-formyl-2-methyl-propyl]-amide

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / NaBH₄ / ethanol

2: 75 percent / P₂O₅ / CHCl₃

3: 99 percent / aq. NH₄OH

4: 1) NaHCO₃, 2) TFAA / 1) THF, reflux, 2) THF, 0 deg C

5: 98 percent / aq. LiOH / tetrahydrofuran

6: 68 percent / DCC, HOBT / dimethylformamide / Ambient temperature

7: 87 percent / H₂ / Pd/C / ethanol

8: Dess-Martin periodinane / CH₂Cl₂

With lithium hydroxide; ammonium hydroxide; sodium tetrahydroborate; hydrogen; phosphorus pentoxide; sodium hydrogencarbonate; benzotriazol-1-ol; Dess-Martin periodane; dicyclohexyl-carbodiimide; trifluoroacetic anhydride; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide;
DOI:10.1021/jo960532r