Acetic acid (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyl ester

Base Information

Chemical Name:Acetic acid (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyl ester
CAS No.:53929-49-0
Molecular Formula:C₄₀H₄₈O₆S₂
Molecular Weight:688.95
Hs Code.:

Synonyms:Acetic acid (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyl ester

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Chemical Property of Acetic acid (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyl ester

Chemical Property:

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Technology Process of Acetic acid (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyl ester

There total 1 articles about Acetic acid (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyl ester 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

: 108-24-7
acetic anhydride

: 75-08-1
ethanethiol

: 53929-49-0
Acetic acid (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyl ester

Guidance literature:: With pyridine; hydrogenchloride; Yield given. Multistep reaction;
DOI:10.1016/S0040-4039(01)93325-8

Reference yield: 88.0%

: 53929-49-0
Acetic acid (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyl ester

: 127239-26-3
5-O-acetyl-2,3,4,6-tetra-O-benzyl-aldehydo-D-glucose

Guidance literature:: With bis(acetylacetonate)oxovanadium; dihydrogen peroxide; sodium iodide; In dichloromethane; water; at 0 - 5 ℃; for 4h;
DOI:10.1016/j.carres.2011.09.006

Reference yield:

: 53929-49-0
Acetic acid (1R,2R,3S,4R)-2,3,4-tris-benzyloxy-1-benzyloxymethyl-5,5-bis-ethylsulfanyl-pentyl ester

: (2R,3R,4R,5S,6S)-3,4,5-Tris-benzyloxy-2-benzyloxymethyl-6-(1-nitro-propyl)-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: 73 percent / HgO/HgCl₂ / acetone; H₂O

2: 75 percent / nBu₄NF / tetrahydrofuran / -78 deg C, 3 h; room temp., 12 h

3: 4-N,N-dimethylaminopyridine / diethyl ether

4: 60 percent / triethylamine / ethyl acetate

5: 68 percent / Et₃N / methanol; H₂O; CH₂Cl₂

With dmap; tetrabutyl ammonium fluoride; triethylamine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; acetone;
DOI:10.1016/S0040-4039(01)93325-8