{[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester

Base Information

Chemical Name:{[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester
CAS No.:269715-89-1
Molecular Formula:C₃₉H₆₁N₃O₇Si₂
Molecular Weight:740.1
Hs Code.:

{[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester

Synonyms:{[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester

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Chemical Property of {[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester

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Technology Process of {[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester

There total 11 articles about {[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl 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%

: 25508-20-7
N,N'-dibenzyloxycarbonyl-(S)-methyl-isothiourea

: 269715-88-0
1-[4-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-5-methyl-piperidin-2-yl]-propan-2-one

: 269715-89-1
{[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester

Guidance literature:: With triethylamine; mercury dichloride; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(99)02348-5

Reference yield:

: 269715-77-7
3-benzyloxycarbonylamino-4-(tert-butyl-dimethyl-silanyloxy)-2-methyl-butyric acid tert-butyl ester

: 269715-89-1
{[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 89 percent / DIBAL-H / toluene / -78 °C

2: 51 percent / BF₃*OEt₂ / CH₂Cl₂ / -78 °C

3: 100 percent / 2,6-lutidine

4: 90 percent / Et₃N

5: 91 percent / O₃; PPh₃ / CH₂Cl₂ / -78 °C

6: 64 percent / LDA / tetrahydrofuran

7: 74 percent / pTSA / benzene / Heating

8: 100 percent / H₂ / Pd/C

9: 85 percent / HgCl₂; Et₃N / dimethylformamide

With 2,6-dimethylpyridine; boron trifluoride diethyl etherate; hydrogen; diisobutylaluminium hydride; toluene-4-sulfonic acid; ozone; triethylamine; triphenylphosphine; mercury dichloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; benzene; 1: Reduction / 2: allylation / 3: Etherification / 4: Acylation / 5: ozonolysis / 6: Wittig reaction / 7: Cyclization / 8: Hydrogenolysis / 9: Substitution;
DOI:10.1016/S0040-4039(99)02348-5

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 269715-89-1
{[(E)-Benzyloxycarbonylimino]-[(2S,3R,4S,6R)-4-(tert-butyl-dimethyl-silanyloxy)-2-(tert-butyl-dimethyl-silanyloxymethyl)-3-methyl-6-(2-oxo-propyl)-piperidin-1-yl]-methyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / 2,6-lutidine

2: 90 percent / Et₃N

3: 91 percent / O₃; PPh₃ / CH₂Cl₂ / -78 °C

4: 64 percent / LDA / tetrahydrofuran

5: 74 percent / pTSA / benzene / Heating

6: 100 percent / H₂ / Pd/C

7: 85 percent / HgCl₂; Et₃N / dimethylformamide

With 2,6-dimethylpyridine; hydrogen; toluene-4-sulfonic acid; ozone; triethylamine; triphenylphosphine; mercury dichloride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene; 1: Etherification / 2: Acylation / 3: ozonolysis / 4: Wittig reaction / 5: Cyclization / 6: Hydrogenolysis / 7: Substitution;
DOI:10.1016/S0040-4039(99)02348-5