Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester
CAS No.:142998-04-7
Molecular Formula:C₄₃H₅₀O₉S
Molecular Weight:742.931
Hs Code.:

Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

There total 13 articles about Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-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: 73.0%

: 142998-03-6
S-methyl 2,3-di-O-benzyl-α-L-rhamnopyranoside

: 159495-27-9
2,3-di-O-benzyl-4-O-acetyl-α-L-rhamnopyranosyl trichloroacetoimidate

: Acetic acid (2S,3S,4R,5R,6R)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

: 142998-04-7
Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 0.05h;
DOI:10.1248/cpb.42.1365

Reference yield:

: 138824-94-9
Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-chloro-2-methyl-tetrahydro-pyran-3-yl ester

: 142998-03-6
S-methyl 2,3-di-O-benzyl-α-L-rhamnopyranoside

: 142998-04-7
Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With tetramethylurea; In dichloromethane; at 80 ℃; for 87h;

Reference yield:

: 73-34-7
L-rhamnose

: 142998-04-7
Acetic acid (2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-6-((2S,3S,4R,5R,6S)-4,5-bis-benzyloxy-2-methyl-6-methylsulfanyl-tetrahydro-pyran-3-yloxy)-2-methyl-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: CSA / 9 h / Heating

2.1: TsOH / dimethylformamide; acetone / 4 h / 20 °C

3.1: pyridine / 20 °C

4.1: 100 percent / TFA / methanol / 0.5 h

5.1: Bu₂SnO / toluene / 2 h / Heating

5.2: 85 percent / n-Bu₄NF / toluene / 12 h / 20 °C

6.1: 80 percent / NaH / dimethylformamide / 1.25 h

7.1: 99 percent / (Ph₃P)3RhCl; DABCO; Ph₃P / benzene; ethanol; H₂O / 1 h / Heating

8.1: 100 percent / aq. H₂O₂; SeO₂; aq. phosphate buffer / acetonitrile / 3 h / 20 °C / pH 7

9.1: DBU / CH₂Cl₂

10.1: 73 percent / TMSOTf / CH₂Cl₂ / 0.05 h

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; Wilkinson's catalyst; selenium(IV) oxide; phosphate buffer; trimethylsilyl trifluoromethanesulfonate; camphor-10-sulfonic acid; dihydrogen peroxide; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; triphenylphosphine; trifluoroacetic acid; In methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene; acetonitrile; benzene;