{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-carbamic acid benzyl ester

Base Information

Chemical Name:{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-carbamic acid benzyl ester
CAS No.:214619-44-0
Molecular Formula:C₂₂H₃₇NO₆Si
Molecular Weight:439.624
Hs Code.:

Synonyms:{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-carbamic acid benzyl ester

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Chemical Property of {(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-carbamic acid benzyl ester

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Technology Process of {(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-carbamic acid benzyl ester

There total 9 articles about {(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-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: 96.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: benzyl ((4R,5R)-5-((R)-1,2-dihydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-ylmethyl)carbamate

: 214619-44-0
{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-carbamic acid benzyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 6h; Ambient temperature;
DOI:10.1039/a803342k

Reference yield:

: 19139-74-3
2,3:4,5-di-O-isopropylidene-D-arabinitol

: 214619-44-0
{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / Et₃N / tetrahydrofuran / 1 h / 0 °C

2: NaN₃ / dimethylformamide / 60 °C

3: H₂ / 10percent Pd/C / ethyl acetate / 6 h

4: K₂CO₃, H₂O / CH₂Cl₂ / 0.5 h / Ambient temperature

5: 95 percent / Dowex 50W-X₈ / methanol; H₂O / 18 h / Ambient temperature

6: 96 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

With 1H-imidazole; sodium azide; Dowex 50W-X₈; water; hydrogen; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/a803342k

Reference yield:

: 72551-02-1
2,3:4,5-Di-O-isopropylidene-1-O-methylsulfonyl-D-arabinitol

: 214619-44-0
{(4R,5R)-5-[(R)-2-(tert-Butyl-dimethyl-silanyloxy)-1-hydroxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: NaN₃ / dimethylformamide / 60 °C

2: H₂ / 10percent Pd/C / ethyl acetate / 6 h

3: K₂CO₃, H₂O / CH₂Cl₂ / 0.5 h / Ambient temperature

4: 95 percent / Dowex 50W-X₈ / methanol; H₂O / 18 h / Ambient temperature

5: 96 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

With 1H-imidazole; sodium azide; Dowex 50W-X₈; water; hydrogen; potassium carbonate; palladium on activated charcoal; In methanol; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1039/a803342k