[(2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-piperidin-2-yl]-acetic acid methyl ester

Base Information

Chemical Name:[(2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-piperidin-2-yl]-acetic acid methyl ester
CAS No.:148064-58-8
Molecular Formula:C₃₁H₄₆N₄O₄Si
Molecular Weight:566.816
Hs Code.:

Synonyms:[(2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-piperidin-2-yl]-acetic acid methyl ester

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Chemical Property of [(2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-piperidin-2-yl]-acetic acid methyl ester

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Technology Process of [(2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-piperidin-2-yl]-acetic acid methyl ester

There total 13 articles about [(2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-piperidin-2-yl]-acetic acid methyl ester 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: 85.0%

: 148064-56-6
(E)-(5R,6S)-5-(tert-Butyl-dimethyl-silanyloxy)-6-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-7-(2,2,2-trifluoro-acetylamino)-hept-2-enoic acid methyl ester

: 148064-58-8
[(2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-piperidin-2-yl]-acetic acid methyl ester

Guidance literature:: With sodium tetrahydroborate; In methanol;
DOI:10.1021/jo00062a003

Reference yield:

: 1466-67-7
1,3-dibenzylurea

: 148064-58-8
[(2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-piperidin-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 13 steps

1: 2) ethyl acetate, reflux

2: LiBH₄ / diethyl ether

3: Zn(N₃)2(py)2, Ph₃P, DEAD, imid / toluene

4: H₂ / 10percent Pd/C / ethanol

5: pyridine / CH₂Cl₂

6: TBAF / tetrahydrofuran / 0 to 25 deg C

7: (COCl)2, DMSO, DIPEA / CH₂Cl₂

8: BF₃*Et₂O / CH₂Cl₂ / -78 - -20 °C

9: DIPEA / CH₂Cl₂ / 0 °C

10: OsO₄, NMO / acetone; butan-1-ol; H₂O

11: NaIO₄ / tetrahydrofuran; H₂O

12: toluene / 70 °C

13: 85 percent / 8.8 eq. NaBH₄ / methanol

With pyridine; 1H-imidazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; lithium borohydride; N-methyl-2-indolinone; oxalyl dichloride; Zn(N₃)2/bis-pyridine complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; acetone; toluene; butan-1-ol;
DOI:10.1021/jo00062a003

Reference yield:

: 148064-50-0
1,3-Dibenzyl-5-[(S)-2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethyl]-[1,3,5]triazinan-2-one

: 148064-58-8
[(2S,4R,5S)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dibenzyl-4-oxo-[1,3,5]triazinan-1-yl)-piperidin-2-yl]-acetic acid methyl ester

Guidance literature:: Multi-step reaction with 11 steps

1: Zn(N₃)2(py)2, Ph₃P, DEAD, imid / toluene

2: H₂ / 10percent Pd/C / ethanol

3: pyridine / CH₂Cl₂

4: TBAF / tetrahydrofuran / 0 to 25 deg C

5: (COCl)2, DMSO, DIPEA / CH₂Cl₂

6: BF₃*Et₂O / CH₂Cl₂ / -78 - -20 °C

7: DIPEA / CH₂Cl₂ / 0 °C

8: OsO₄, NMO / acetone; butan-1-ol; H₂O

9: NaIO₄ / tetrahydrofuran; H₂O

10: toluene / 70 °C

11: 85 percent / 8.8 eq. NaBH₄ / methanol

With pyridine; 1H-imidazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; Zn(N₃)2/bis-pyridine complex; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; water; acetone; toluene; butan-1-ol;
DOI:10.1021/jo00062a003