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

Base Information

Chemical Name:(S)-1-((2S,3S,4R,5S)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-3-yn-1-ol
CAS No.:210286-22-9
Molecular Formula:C₃₇H₄₆O₅
Molecular Weight:570.769
Hs Code.:

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

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

Chemical Property:

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

There total 3 articles about (S)-1-((2S,3S,4R,5S)-3,4-Bis-benzyloxy-5-benzyloxymethyl-tetrahydro-furan-2-yl)-undec-3-yn-1-ol 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:

: 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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 162239-07-8
1-deoxy-1-α-ethenyl-2,3,5-tri-O-benzyl-L-xylose

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

Guidance literature:: Multi-step reaction with 2 steps

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

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

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

Reference yield:

: 3452-09-3
1-nonyne

: 210286-15-0
(2S,3R,4S,5S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-(S)-oxiranyl-tetrahydro-furan

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

Guidance literature:: With n-butyllithium; boron trifluoride diethyl etherate; Yield given. Multistep reaction; 1.) THF, -78 deg C, 2.) THF, -78 deg C, 5.5 h;
DOI:10.1016/S0040-4020(98)00336-6