(2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Base Information

Chemical Name:(2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester
CAS No.:870192-85-1
Molecular Formula:C₂₂H₃₂O₁₅S
Molecular Weight:568.553
Hs Code.:

(2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Synonyms:(2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Chemical Property of (2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

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Technology Process of (2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

There total 1 articles about (2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl 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:

: 572-10-1,4451-35-8,4451-36-9,14227-52-2,14227-87-3,14227-88-4,14257-40-0,17081-03-7,19186-60-8,57237-01-1,65982-17-4,65982-18-5,65982-19-6,66966-08-3,144299-57-0
2,3,4,6-tetra-O-acetyl-β-D-galactopyranosyl chloride

: 870192-85-1
(2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 50 °C

2: 89 percent / NaOMe / methanol / -25 °C

3: dimethylformamide

4: acetonitrile

5: NaOMe / methanol

6: CSA / dimethylformamide

7: 93 percent / pyridine

8: 94 percent / TBAF; 4 Angstroem molecular sieves / tetrahydrofuran

9: 86 percent / aq. AcOH / 65 °C

With pyridine; 4 A molecular sieve; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; sodium methylate; acetic acid; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile; 3: Michael addition;
DOI:10.1016/j.bmcl.2005.08.019

Reference yield:

: 870192-85-1
(2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 870192-91-9
C₅₃H₆₆O₂₄S

Guidance literature:: Multi-step reaction with 4 steps

1: TEMPO; PhI(OAc)2 / CH₂Cl₂; H₂O

2: diethyl ether

3: 73 percent / TESOTf / CH₂Cl₂ / -78 °C

4: 80 percent / aq. AcOH / 60 °C

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; triethylsilyl trifluoromethyl sulfonate; acetic acid; In diethyl ether; dichloromethane; water;
DOI:10.1016/j.bmcl.2005.08.019

Reference yield:

: 870192-85-1
(2R,3R,4R,5R,6S)-4,5-Diacetoxy-3-((2R,3R,4S,5S,6R)-3,4-diacetoxy-5-hydroxy-6-hydroxymethyl-tetrahydro-pyran-2-ylsulfanyl)-6-methoxy-tetrahydro-pyran-2-carboxylic acid methyl ester

: 870192-89-5
C₅₄H₆₆O₂₅S

Guidance literature:: Multi-step reaction with 6 steps

1: TEMPO; PhI(OAc)2 / CH₂Cl₂; H₂O

2: diethyl ether

3: 73 percent / TESOTf / CH₂Cl₂ / -78 °C

4: 80 percent / aq. AcOH / 60 °C

5: TEMPO; PhI(OAc)2 / CH₂Cl₂; H₂O

6: diethyl ether

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; [bis(acetoxy)iodo]benzene; triethylsilyl trifluoromethyl sulfonate; acetic acid; In diethyl ether; dichloromethane; water;
DOI:10.1016/j.bmcl.2005.08.019