(2R,3S)-2-(tert-butoxycarbonylamino)-1,3-bis(tert-butyldimethylsilyloxy)hept-6-ene

Base Information

Chemical Name:(2R,3S)-2-(tert-butoxycarbonylamino)-1,3-bis(tert-butyldimethylsilyloxy)hept-6-ene
CAS No.:870651-06-2
Molecular Formula:C₂₇H₄₉NO₄Si₂
Molecular Weight:507.861
Hs Code.:

Synonyms:(2R,3S)-2-(tert-butoxycarbonylamino)-1,3-bis(tert-butyldimethylsilyloxy)hept-6-ene

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Chemical Property of (2R,3S)-2-(tert-butoxycarbonylamino)-1,3-bis(tert-butyldimethylsilyloxy)hept-6-ene

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Technology Process of (2R,3S)-2-(tert-butoxycarbonylamino)-1,3-bis(tert-butyldimethylsilyloxy)hept-6-ene

There total 4 articles about (2R,3S)-2-(tert-butoxycarbonylamino)-1,3-bis(tert-butyldimethylsilyloxy)hept-6-ene 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: 94.0%

: 870650-96-7
((1R,2S)-2-Hydroxy-1-hydroxymethyl-hex-5-enyl)-carbamic acid benzyl ester

: 18162-48-6
tert-butyldimethylsilyl chloride

: 870651-06-2
(2R,3S)-2-(tert-butoxycarbonylamino)-1,3-bis(tert-butyldimethylsilyloxy)hept-6-ene

Guidance literature:: With 1H-imidazole; dmap; In dichloromethane; at 40 - 50 ℃;
DOI:10.1021/jo051725u

Reference yield:

: 870651-04-0
N-benzyloxycarbonyl-(4S)-2,2-dimethyl-4-(1'-oxo-4'-pentenyl)-1,3-oxazolidine

: 870651-06-2
(2R,3S)-2-(tert-butoxycarbonylamino)-1,3-bis(tert-butyldimethylsilyloxy)hept-6-ene

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / CeCl₃*7H₂O; Zn(BH₄)2 / methanol; diethyl ether / 2 h / 0 °C

2: 93 percent / Dowex-50W ion-exchange resin / methanol; H₂O / 24 h / 50 °C

3: 94 percent / 4-(dimethylamino)pyridine; imidazole / CH₂Cl₂ / 40 - 50 °C

With 1H-imidazole; dmap; cerium(III) chloride; zinc(II) tetrahydroborate; Dowex-50W ion-exchange resin; In methanol; diethyl ether; dichloromethane; water;
DOI:10.1021/jo051725u

Reference yield:

: 870651-05-1
(R)-4-((S)-1-Hydroxy-pent-4-enyl)-2,2-dimethyl-oxazolidine-3-carboxylic acid benzyl ester

: 870651-06-2
(2R,3S)-2-(tert-butoxycarbonylamino)-1,3-bis(tert-butyldimethylsilyloxy)hept-6-ene

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / Dowex-50W ion-exchange resin / methanol; H₂O / 24 h / 50 °C

2: 94 percent / 4-(dimethylamino)pyridine; imidazole / CH₂Cl₂ / 40 - 50 °C

With 1H-imidazole; dmap; Dowex-50W ion-exchange resin; In methanol; dichloromethane; water;
DOI:10.1021/jo051725u