1-[3-(tert-butyldimethylsilyloxy)-4,5-dimethoxy-6-methoxymethyltetrahydropyran-2-yl]-2-phenylethylcarbamic acid tert-butyl ester

Base Information

Chemical Name:1-[3-(tert-butyldimethylsilyloxy)-4,5-dimethoxy-6-methoxymethyltetrahydropyran-2-yl]-2-phenylethylcarbamic acid tert-butyl ester
CAS No.:533902-44-2
Molecular Formula:C₂₈H₄₉NO₇Si
Molecular Weight:539.785
Hs Code.:

Synonyms:1-[3-(tert-butyldimethylsilyloxy)-4,5-dimethoxy-6-methoxymethyltetrahydropyran-2-yl]-2-phenylethylcarbamic acid tert-butyl ester

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Chemical Property of 1-[3-(tert-butyldimethylsilyloxy)-4,5-dimethoxy-6-methoxymethyltetrahydropyran-2-yl]-2-phenylethylcarbamic acid tert-butyl ester

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Technology Process of 1-[3-(tert-butyldimethylsilyloxy)-4,5-dimethoxy-6-methoxymethyltetrahydropyran-2-yl]-2-phenylethylcarbamic acid tert-butyl ester

There total 8 articles about 1-[3-(tert-butyldimethylsilyloxy)-4,5-dimethoxy-6-methoxymethyltetrahydropyran-2-yl]-2-phenylethylcarbamic acid tert-butyl 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 1-[(2R,3S,4S,5R,6R)-3-(tert-Butyl-dimethyl-silanyloxy)-4,5-dimethoxy-6-methoxymethyl-tetrahydro-pyran-2-yl]-2-phenyl-ethylamine

: 533902-44-2
1-[3-(tert-butyldimethylsilyloxy)-4,5-dimethoxy-6-methoxymethyltetrahydropyran-2-yl]-2-phenylethylcarbamic acid tert-butyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 43 ℃; for 8h;
DOI:10.1021/ol034273l

Reference yield:

: 149650-47-5
1,2-anhydro-3,4,6-tri-O-methyl-α-D-glucopyranose

: 533902-44-2
1-[3-(tert-butyldimethylsilyloxy)-4,5-dimethoxy-6-methoxymethyltetrahydropyran-2-yl]-2-phenylethylcarbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 2.52 g / CH₂Cl₂; tetrahydrofuran / 9 h / -60 - 20 °C

2.1: 77 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

3.1: ozone / CH₂Cl₂ / -78 °C

3.2: triphenylphosphine / CH₂Cl₂ / 2 h / 20 °C

4.1: 0.396 g / titanium(IV) isopropoxide / tetrahydrofuran / 4 h / 20 °C

5.1: CH₂Cl₂; diethyl ether / 1 h / -78 °C

6.1: 68 percent / hydrochloric acid / methanol; H₂O / 1 h / 20 °C

7.1: 0.270 g / triethylamine / CH₂Cl₂ / 8 h / 43 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; hydrogenchloride; ozone; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/ol034273l

Reference yield:

: 16740-98-0
tri-O-methyl-D-glucal

: 533902-44-2
1-[3-(tert-butyldimethylsilyloxy)-4,5-dimethoxy-6-methoxymethyltetrahydropyran-2-yl]-2-phenylethylcarbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: dimethyldioxirane / CH₂Cl₂ / 0.5 h / 0 °C

2.1: 2.52 g / CH₂Cl₂; tetrahydrofuran / 9 h / -60 - 20 °C

3.1: 77 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

4.1: ozone / CH₂Cl₂ / -78 °C

4.2: triphenylphosphine / CH₂Cl₂ / 2 h / 20 °C

5.1: 0.396 g / titanium(IV) isopropoxide / tetrahydrofuran / 4 h / 20 °C

6.1: CH₂Cl₂; diethyl ether / 1 h / -78 °C

7.1: 68 percent / hydrochloric acid / methanol; H₂O / 1 h / 20 °C

8.1: 0.270 g / triethylamine / CH₂Cl₂ / 8 h / 43 °C

With 2,6-dimethylpyridine; titanium(IV) isopropylate; hydrogenchloride; 3,3-dimethyldioxirane; ozone; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/ol034273l