methyl (-)-(3R,5R)-3-{[(3-aminopropyl)tosyl]amino}-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate

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Chemical Name:methyl (-)-(3R,5R)-3-{[(3-aminopropyl)tosyl]amino}-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate
CAS No.:524011-11-8
Molecular Formula:C₃₇H₅₄N₂O₅SSi
Molecular Weight:666.998
Hs Code.:

Synonyms:methyl (-)-(3R,5R)-3-{[(3-aminopropyl)tosyl]amino}-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate

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Chemical Property of methyl (-)-(3R,5R)-3-{[(3-aminopropyl)tosyl]amino}-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate

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Technology Process of methyl (-)-(3R,5R)-3-{[(3-aminopropyl)tosyl]amino}-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate

There total 10 articles about methyl (-)-(3R,5R)-3-{[(3-aminopropyl)tosyl]amino}-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate 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: 93.0%

: 524011-10-7
methyl (3R,5R)-3-{{{3-[(tert-butoxy)carbonyl]amino}propyl}tosyl}amino-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate

: 524011-11-8
methyl (-)-(3R,5R)-3-{[(3-aminopropyl)tosyl]amino}-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate

Guidance literature:: With trifluoroacetic acid; In toluene; at 50 ℃;
DOI:10.1002/hlca.200390016

Reference yield:

: 111633-54-6
(3R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]octanal

: 524011-11-8
methyl (-)-(3R,5R)-3-{[(3-aminopropyl)tosyl]amino}-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 20 °C

2.1: 637 mg / p-toluenesulfonic acid monohydrate / methanol / 1 h / 20 °C

3.1: CH₂Cl₂ / 1 h / -78 - -60 °C

3.2: 94 percent / H₂O / CH₂Cl₂ / 4 h / 60 °C

4.1: 80 percent / potassium tert-butoxide / tetrahydrofuran / 2.5 h / 0 °C

5.1: 73 percent / cesium carbonate / dimethylformamide / 20 °C

6.1: 93 percent / trifluoroacetic acid / toluene / 50 °C

With potassium tert-butylate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; lithium chloride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Horner-Wadsworth-Emmons reaction / 4.1: aza-Michael cyclization;
DOI:10.1002/hlca.200390016

Reference yield:

: (3R)-3-[(tetrahydro-2H-pyran-2-yl)oxy]octanol

: 524011-11-8
methyl (-)-(3R,5R)-3-{[(3-aminopropyl)tosyl]amino}-5-{[(tert-butyl)diphenylsilyl]oxy}decanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 1.10 g / PDC / CH₂Cl₂ / 4 h / Heating

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile / 1 h / 20 °C

3.1: 637 mg / p-toluenesulfonic acid monohydrate / methanol / 1 h / 20 °C

4.1: CH₂Cl₂ / 1 h / -78 - -60 °C

4.2: 94 percent / H₂O / CH₂Cl₂ / 4 h / 60 °C

5.1: 80 percent / potassium tert-butoxide / tetrahydrofuran / 2.5 h / 0 °C

6.1: 73 percent / cesium carbonate / dimethylformamide / 20 °C

7.1: 93 percent / trifluoroacetic acid / toluene / 50 °C

With dipyridinium dichromate; potassium tert-butylate; caesium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; lithium chloride; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 2.1: Horner-Wadsworth-Emmons reaction / 5.1: aza-Michael cyclization;
DOI:10.1002/hlca.200390016