4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-6-methylsulfanyl-3,5-bis-(4-oxo-pentanoyloxy)-tetrahydro-pyran-4-yl ester

Base Information

Chemical Name:4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-6-methylsulfanyl-3,5-bis-(4-oxo-pentanoyloxy)-tetrahydro-pyran-4-yl ester
CAS No.:187330-14-9
Molecular Formula:C₂₉H₃₈O₁₁S
Molecular Weight:594.68
Hs Code.:

Synonyms:4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-6-methylsulfanyl-3,5-bis-(4-oxo-pentanoyloxy)-tetrahydro-pyran-4-yl ester

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Chemical Property of 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-6-methylsulfanyl-3,5-bis-(4-oxo-pentanoyloxy)-tetrahydro-pyran-4-yl ester

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Technology Process of 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-6-methylsulfanyl-3,5-bis-(4-oxo-pentanoyloxy)-tetrahydro-pyran-4-yl ester

There total 1 articles about 4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-6-methylsulfanyl-3,5-bis-(4-oxo-pentanoyloxy)-tetrahydro-pyran-4-yl 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: 84.0%

: 40608-06-8
levulinic anhydride

: (2R,3R,4S,5R,6S)-2-Benzyloxymethyl-6-methylsulfanyl-tetrahydro-pyran-3,4,5-triol

: 187330-14-9
4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-6-methylsulfanyl-3,5-bis-(4-oxo-pentanoyloxy)-tetrahydro-pyran-4-yl ester

Guidance literature:: With pyridine; dmap; In 1,2-dichloro-ethane; Ambient temperature;
DOI:10.1016/S0968-0896(96)00172-1

Reference yield: 68.0%

: 155177-85-8
allyl N-(9-fluorenylmethoxycarbonyl)-[O-(2-azido-4,6-O-benzylidene-2-deoxy-α-D-galactopyranosyl)-(1[*]3)]-L-serine

: 187330-14-9
4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-6-methylsulfanyl-3,5-bis-(4-oxo-pentanoyloxy)-tetrahydro-pyran-4-yl ester

: 187330-20-7
C₆₂H₆₈N₄O₂₀

Guidance literature:: With 4 A molecular sieve; tetrabutylammomium bromide; silver trifluoromethanesulfonate; copper(ll) bromide; In 1,2-dichloro-ethane; for 3h; Ambient temperature;
DOI:10.1016/S0968-0896(96)00172-1

Reference yield:

: 187330-14-9
4-Oxo-pentanoic acid (2R,3S,4S,5R,6S)-2-benzyloxymethyl-6-methylsulfanyl-3,5-bis-(4-oxo-pentanoyloxy)-tetrahydro-pyran-4-yl ester

: 187330-21-8
C₅₅H₆₄N₄O₂₀

Guidance literature:: Multi-step reaction with 2 steps

1: 68 percent / CuBr₂, AgOTf, n-Bu₄NBr, mol. sieves 4A / 1,2-dichloro-ethane / 3 h / Ambient temperature

2: 82 percent / 80percent aq. CF₃CO₂H / CH₂Cl₂ / 1.5 h / 0 °C

With 4 A molecular sieve; tetrabutylammomium bromide; silver trifluoromethanesulfonate; trifluoroacetic acid; copper(ll) bromide; In dichloromethane; 1,2-dichloro-ethane;
DOI:10.1016/S0968-0896(96)00172-1