4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester
CAS No.:306768-36-5
Molecular Formula:C₆₀H₇₆Cl₂O₁₃Si
Molecular Weight:1104.25
Hs Code.:

4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

Synonyms:4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

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Chemical Property of 4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

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Technology Process of 4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

There total 1 articles about 4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-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:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3S,4R)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-4-hydroxy-2-methyl-tetrahydro-pyran-3-yl ester

: 306768-36-5
4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

: 4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6R)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; at 0 - 25 ℃; for 1h; Title compound not separated from byproducts;
DOI:10.1002/1521-3765(20000901)6:17<3095::AID-CHEM3095>3.0.CO;2-4

Reference yield: 83.0%

: 306768-36-5
4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

: 4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-((2R,3R,4R,5R)-4-benzyloxy-5,6-dihydroxy-2-methyl-tetrahydro-pyran-3-yloxy)-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

Guidance literature:: With boron trifluoride diethyl etherate; thiophenol; In dichloromethane; at -35 ℃; for 2h;
DOI:10.1002/1521-3765(20000901)6:17<3095::AID-CHEM3095>3.0.CO;2-4

Reference yield:

: 306768-36-5
4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3R,4R,6S)-6-[(2R,3R,4S,5R,6R)-4-benzyloxy-5,6-bis-(4-methoxy-benzyloxy)-2-methyl-tetrahydro-pyran-3-yloxy]-2-methyl-4-triisopropylsilanyloxy-tetrahydro-pyran-3-yl ester

: 256327-69-2
4-Benzyloxy-3,5-dichloro-2-methoxy-6-methyl-benzoic acid (2R,3S,4R,6S)-6-((2R,3R,4S,5R,6S)-5-acetoxy-4-benzyloxy-2-methyl-6-phenylselanyl-tetrahydro-pyran-3-yloxy)-4-hydroxy-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 83 percent / PhSH; BF₃*Et₂O / CH₂Cl₂ / 2 h / -35 °C

2: 98 percent / Et₃N; DMAP / CH₂Cl₂ / 1 h / 0 - 25 °C

3: 91 percent / nBuNH₂ / tetrahydrofuran / 5 h / 25 °C

4: 0.55 g / DBU / CH₂Cl₂ / 0.5 h / 0 °C

5: BF₃*Et₂O; molecular sieves 4 Angstroem / CH₂Cl₂ / 1 h / -78 °C

6: 91 percent / TBAF / tetrahydrofuran / 1 h / 25 °C

With dmap; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-butylamine; triethylamine; In tetrahydrofuran; dichloromethane; 1: Ether cleavage / 2: Acetylation / 3: Deacetylation / 4: Addition / 5: Substitution / 6: Silyl ether cleavage;
DOI:10.1002/1521-3765(20000901)6:17<3095::AID-CHEM3095>3.0.CO;2-4