(2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-octyloxy-5-trityloxymethyl-tetrahydro-furan

Base Information

Chemical Name:(2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-octyloxy-5-trityloxymethyl-tetrahydro-furan
CAS No.:399024-22-7
Molecular Formula:C₄₆H₅₂O₅
Molecular Weight:684.916
Hs Code.:

Synonyms:(2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-octyloxy-5-trityloxymethyl-tetrahydro-furan

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Chemical Property of (2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-octyloxy-5-trityloxymethyl-tetrahydro-furan

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Technology Process of (2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-octyloxy-5-trityloxymethyl-tetrahydro-furan

There total 6 articles about (2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-octyloxy-5-trityloxymethyl-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:

: 100-39-0
benzyl bromide

: 396134-85-3
octyl 5-O-trityl-α-D-arabinofranose tetraacetate

: 399024-22-7
(2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-octyloxy-5-trityloxymethyl-tetrahydro-furan

Guidance literature:: octyl 5-O-trityl-α-D-arabinofranose tetraacetate; With sodium hydride; In tetrahydrofuran; at 20 ℃; for 0.25h;

benzyl bromide; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1016/S0968-0896(01)00180-8

Reference yield:

: 111-87-5
octanol

: 399024-22-7
(2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-octyloxy-5-trityloxymethyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 4 steps

1.1: SnCl₄ / acetonitrile / 0.5 h / 0 °C

1.2: 75 percent / acetonitrile / 1.5 h / 0 - 20 °C

2.1: 86 percent / NaOMe / methanol / 5 h / 20 °C

3.1: 73 percent / pyridine / 50 °C

4.1: NaH / tetrahydrofuran / 0.25 h / 20 °C

4.2: tetrahydrofuran / 3 h / 20 °C

With pyridine; sodium methylate; tin(IV) chloride; sodium hydride; In tetrahydrofuran; methanol; acetonitrile;
DOI:10.1016/S0968-0896(01)00180-8

Reference yield:

: 76-83-5
trityl chloride

: 399024-22-7
(2S,3S,4R,5R)-3,4-Bis-benzyloxy-2-octyloxy-5-trityloxymethyl-tetrahydro-furan

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / pyridine / 50 °C

2.1: NaH / tetrahydrofuran / 0.25 h / 20 °C

2.2: tetrahydrofuran / 3 h / 20 °C

With pyridine; sodium hydride; In tetrahydrofuran;
DOI:10.1016/S0968-0896(01)00180-8