(2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-octadecylsulfanyl-tetrahydro-pyran

Base Information

Chemical Name:(2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-octadecylsulfanyl-tetrahydro-pyran
CAS No.:493021-26-4
Molecular Formula:C₄₅H₆₆O₄S
Molecular Weight:703.083
Hs Code.:

Synonyms:(2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-octadecylsulfanyl-tetrahydro-pyran

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Chemical Property of (2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-octadecylsulfanyl-tetrahydro-pyran

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Technology Process of (2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-octadecylsulfanyl-tetrahydro-pyran

There total 2 articles about (2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-octadecylsulfanyl-tetrahydro-pyran 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:

: 55628-54-1
3,4,6-tri-O-benzyl-D-glucal

: 493021-26-4
(2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-octadecylsulfanyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 3 steps

1.1: triphenylphosphonium bromide / tetrahydrofuran / 0.17 h / 20 °C

1.2: 81 percent / water / tetrahydrofuran / 3 h / 20 °C

2.1: dicyclohexylcarbodiimide / diethyl ether / 0.17 h / 20 °C

2.2: 87 percent / 4-pyrrolidinopyridine / diethyl ether

3.1: Yb(OTf)3 / acetonitrile / 2 h / Heating

With triphenylphosphine hydrobromide; dicyclohexyl-carbodiimide; ytterbium(III) triflate; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1139/v02-095

Reference yield:

: 160549-11-1
3,4,6-tri-O-benzyl-2-deoxy-D-glucopyranose

: 493021-26-4
(2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-octadecylsulfanyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 2 steps

1.1: dicyclohexylcarbodiimide / diethyl ether / 0.17 h / 20 °C

1.2: 87 percent / 4-pyrrolidinopyridine / diethyl ether

2.1: Yb(OTf)3 / acetonitrile / 2 h / Heating

With dicyclohexyl-carbodiimide; ytterbium(III) triflate; In diethyl ether; acetonitrile;
DOI:10.1139/v02-095

Reference yield: 95.0%

: 493021-26-4
(2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-octadecylsulfanyl-tetrahydro-pyran

: 493021-17-3
(2R,3S,4R,6S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-6-(octadecane-1-sulfonyl)-tetrahydro-pyran

Guidance literature:: With magnesium monoperoxyphthalate hexahydrate; In tetrahydrofuran; ethanol; water; at 55 ℃; for 2h;
DOI:10.1139/v02-095