3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol

Base Information

Chemical Name:3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol
CAS No.:129830-33-7
Molecular Formula:C₁₈H₃₈O₃Si₂
Molecular Weight:358.669
Hs Code.:

Synonyms:3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol

Chemical Property:

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Technology Process of 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol

There total 1 articles about 3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol 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: 52.0%

: (2S,3S)-2-methyl-3,4-dihydro-2H-pyran-3-ol

: Acetic acid (4S,5R,6R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3-phenylselanyl-tetrahydro-pyran-2-yl ester

: 129830-33-7
3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol

: 212895-04-0
(2S,3S)-3-[(2S,3R,4S,5R,6R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-3-phenylselanyl-tetrahydro-pyran-2-yloxy]-2-methyl-3,4-dihydro-2H-pyran

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In diethyl ether; dichloromethane; 1.) -78 deg C, 15 min, 2.) r.t., 5 min;
DOI:10.1002/(SICI)1521-3765(19980710)4:7<1324::AID-CHEM1324>3.0.CO;2-6

Reference yield: 31.0%

: 129830-33-7
3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol

: 279684-79-6
(2R,3R,4S)-4-(tert-butyldimethylsiloxy)-hex-5-yne-2,3-diol 2-benzoate ester

: Benzoic acid (1R,2R,3S)-2-[(4R,5R,6R)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-tetrahydro-pyran-2-yloxy]-3-(tert-butyl-dimethyl-silanyloxy)-1-methyl-pent-4-ynyl ester

Guidance literature:: With triphenylphosphine hydrobromide; In dichloromethane; at 20 ℃;
DOI:10.1021/ja994229u

Reference yield:

: 129830-33-7
3,4-bis-(tert-butyldimethylsilyl)-1,5-anhydro-2,6-dideoxy-D-arabino-hex-1-enitol

: 108-98-5
thiophenol

: C₂₄H₄₄O₃SSi₂

: C₂₄H₄₄O₃SSi₂

Guidance literature:: With [ReOCl₃(OPPh₃)(SMe₂)]; In toluene; at 0 - 20 ℃; for 5h; Overall yield = 95 %; Overall yield = 3.66 g; Inert atmosphere;
DOI:10.1016/j.carres.2017.06.005