(2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((S)-1-methoxymethoxy-undec-3-ynyl)-tetrahydro-furan

Base Information

Chemical Name:(2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((S)-1-methoxymethoxy-undec-3-ynyl)-tetrahydro-furan
CAS No.:210286-23-0
Molecular Formula:C₃₉H₅₀O₆
Molecular Weight:614.822
Hs Code.:

Synonyms:(2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((S)-1-methoxymethoxy-undec-3-ynyl)-tetrahydro-furan

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Chemical Property of (2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((S)-1-methoxymethoxy-undec-3-ynyl)-tetrahydro-furan

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Technology Process of (2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((S)-1-methoxymethoxy-undec-3-ynyl)-tetrahydro-furan

There total 5 articles about (2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((S)-1-methoxymethoxy-undec-3-ynyl)-tetrahydro-furan 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: 96.0%

: 107-30-2
chloromethyl methyl ether

: 210286-22-9
(S)-1-((2S,3S,4R,5S)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-3-yn-1-ol

: 210286-23-0
(2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((S)-1-methoxymethoxy-undec-3-ynyl)-tetrahydro-furan

Guidance literature:: With N,N-diethyl-N-isopropylamine; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4020(98)00336-6

Reference yield:

: 4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose

: 210286-23-0
(2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((S)-1-methoxymethoxy-undec-3-ynyl)-tetrahydro-furan

Guidance literature:: Multi-step reaction with 4 steps

1: 1.), 2.) Tf₂O / 1.) DME, 2.) Py

2: benzonitrile, KHCO₃, 30percent H₂O₂ / methanol / 48 h / Ambient temperature

3: 1.) nBuLi, BF₃*Et₂O / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 5.5 h

4: 96 percent / iPrNEt₂ / CH₂Cl₂ / Ambient temperature

With n-butyllithium; N,N-diethyl-N-isopropylamine; trifluoromethylsulfonic anhydride; boron trifluoride diethyl etherate; dihydrogen peroxide; potassium hydrogencarbonate; benzonitrile; In methanol; dichloromethane;
DOI:10.1016/S0040-4020(98)00336-6

Reference yield:

: 3452-09-3
1-nonyne

: 210286-23-0
(2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-((S)-1-methoxymethoxy-undec-3-ynyl)-tetrahydro-furan

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) nBuLi, BF₃*Et₂O / 1.) THF, -78 deg C, 2.) THF, -78 deg C, 5.5 h

2: 96 percent / iPrNEt₂ / CH₂Cl₂ / Ambient temperature

With n-butyllithium; N,N-diethyl-N-isopropylamine; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1016/S0040-4020(98)00336-6