benzyl (3S,4S,5R,6R)-5-[2-(benzyloxy)ethyl]-6-(4-methoxybenzyloxy)-4-methyl-4-trimethylsilyloxy-3-vinyltetrahydro-2H-pyran-3-yl-carbamate

Base Information

Chemical Name:benzyl (3S,4S,5R,6R)-5-[2-(benzyloxy)ethyl]-6-(4-methoxybenzyloxy)-4-methyl-4-trimethylsilyloxy-3-vinyltetrahydro-2H-pyran-3-yl-carbamate
CAS No.:1196704-24-1
Molecular Formula:C₃₆H₄₇NO₇Si
Molecular Weight:633.857
Hs Code.:

Synonyms:benzyl (3S,4S,5R,6R)-5-[2-(benzyloxy)ethyl]-6-(4-methoxybenzyloxy)-4-methyl-4-trimethylsilyloxy-3-vinyltetrahydro-2H-pyran-3-yl-carbamate

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Chemical Property of benzyl (3S,4S,5R,6R)-5-[2-(benzyloxy)ethyl]-6-(4-methoxybenzyloxy)-4-methyl-4-trimethylsilyloxy-3-vinyltetrahydro-2H-pyran-3-yl-carbamate

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Technology Process of benzyl (3S,4S,5R,6R)-5-[2-(benzyloxy)ethyl]-6-(4-methoxybenzyloxy)-4-methyl-4-trimethylsilyloxy-3-vinyltetrahydro-2H-pyran-3-yl-carbamate

There total 1 articles about benzyl (3S,4S,5R,6R)-5-[2-(benzyloxy)ethyl]-6-(4-methoxybenzyloxy)-4-methyl-4-trimethylsilyloxy-3-vinyltetrahydro-2H-pyran-3-yl-carbamate 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:

: C₂₈H₄₁NO₅Si

: 501-53-1,94274-21-2
benzyl chloroformate

: 1196704-24-1
benzyl (3S,4S,5R,6R)-5-[2-(benzyloxy)ethyl]-6-(4-methoxybenzyloxy)-4-methyl-4-trimethylsilyloxy-3-vinyltetrahydro-2H-pyran-3-yl-carbamate

Guidance literature:: With sodium hydroxide; In water; ethyl acetate; at 0 - 20 ℃; for 3h;
DOI:10.1055/s-0029-1216927

Reference yield:

: 1196704-24-1
benzyl (3S,4S,5R,6R)-5-[2-(benzyloxy)ethyl]-6-(4-methoxybenzyloxy)-4-methyl-4-trimethylsilyloxy-3-vinyltetrahydro-2H-pyran-3-yl-carbamate

: 437742-34-2
salinosporamide A

Guidance literature:: Multi-step reaction with 12 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane; water / 20 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

3.1: Jones reagent / water; acetone / 0 - 20 °C

4.1: sodium dihydrogenphosphate; sodium chlorite; 2-methyl-but-2-ene / water; tert-butyl alcohol / 12 h / 20 °C

5.1: potassium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

6.1: 2,6-dimethylpyridine / N,N-dimethyl-formamide / 20 - 60 °C

7.1: pyridine; sodium periodate; osmium(VIII) oxide / water; tert-butyl alcohol / 20 - 50 °C

8.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

8.2: 0.33 h / -78 °C

8.3: 6 h / -78 °C

9.1: boron trichloride / n-heptane; dichloromethane / 0.67 h / 0 °C

10.1: water / n-heptane; dichloromethane / 0.33 h / 0 °C

11.1: bis(2-oxo-3-oxazolidinyl)phosphinic chloride / dichloromethane / 2 h / 20 °C

12.1: dichlorotriphenylphosphorane / pyridine; acetonitrile / 3 h / 20 °C

With pyridine; 2,6-dimethylpyridine; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; osmium(VIII) oxide; Jones reagent; n-butyllithium; 2-methyl-but-2-ene; bis(2-oxo-3-oxazolidinyl)phosphinic chloride; tetrabutyl ammonium fluoride; water; boron trichloride; potassium carbonate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; dichlorotriphenylphosphorane; In tetrahydrofuran; pyridine; hexane; n-heptane; dichloromethane; water; N,N-dimethyl-formamide; acetone; acetonitrile; tert-butyl alcohol; 4.1: Kraus-Pinnick reaction;
DOI:10.1002/asia.201000602