Carbamic acid, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-1-naphthalenyl-, 1,1-dimethylethyl ester

Base Information

Chemical Name:Carbamic acid, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-1-naphthalenyl-, 1,1-dimethylethyl ester
CAS No.:258834-84-3
Molecular Formula:C₂₉H₄₄N₂O₅Si
Molecular Weight:528.764
Hs Code.:

Carbamic acid, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-1-naphthalenyl-, 1,1-dimethylethyl ester

Synonyms:Carbamic acid, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-1-naphthalenyl-, 1,1-dimethylethyl ester

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Chemical Property of Carbamic acid, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-1-naphthalenyl-, 1,1-dimethylethyl ester

Chemical Property:

PSA：78.05000
LogP:7.14340

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Carbamic acid, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-1-naphthalenyl-, 1,1-dimethylethyl ester

There total 3 articles about Carbamic acid, 4-(3aS,4S,6R,6aR)-6-(1,1-dimethylethyl)dimethylsilyloxymethyltetrahydro-2,2-dimethyl-4H-1,3-dioxolo4,5-cpyrrol-4-yl-1-naphthalenyl-, 1,1-dimethylethyl 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: 66.0%

: 153172-33-9
(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 168169-11-7
4-bromo-N-(tert-butoxycarbonyl)-1-naphthylamine

: 258834-84-3
(1S)-1-[(N-tert-butoxycarbonylamino)naphthalen-4-yl]-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol

Guidance literature:: 4-bromo-N-(tert-butoxycarbonyl)-1-naphthylamine; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 2h;

(3aR,4R,6aS)-4-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-4,6a-dihydro-3aH-[1,3]dioxolo[4,5-c]pyrrole; at -78 ℃; for 0.5h;
DOI:10.1016/S0968-0896(99)00210-2

Reference yield:

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

: 258834-84-3
(1S)-1-[(N-tert-butoxycarbonylamino)naphthalen-4-yl]-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 80 percent / iPr₂NEt / 1,2-dichloro-ethane / 20 h / Heating

2.1: BuLi / tetrahydrofuran / 2 h / -78 °C

2.2: 66 percent / 0.5 h / -78 °C

With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dichloro-ethane; 1.1: Acylation / 2.1: Metallation / 2.2: Addition;
DOI:10.1016/S0968-0896(99)00210-2

Reference yield:

: 2298-07-9
4-Bromo-1-naphthylamine

: 258834-84-3
(1S)-1-[(N-tert-butoxycarbonylamino)naphthalen-4-yl]-5-O-tert-butyldimethylsilyl-1,4-dideoxy-1,4-imino-2,3-O-isopropylidene-D-ribitol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 80 percent / iPr₂NEt / 1,2-dichloro-ethane / 20 h / Heating

2.1: BuLi / tetrahydrofuran / 2 h / -78 °C

2.2: 66 percent / 0.5 h / -78 °C

With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; 1,2-dichloro-ethane; 1.1: Acylation / 2.1: Metallation / 2.2: Addition;
DOI:10.1016/S0968-0896(99)00210-2