Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-tetrahydro-pyran-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-tetrahydro-pyran-3-yl ester
CAS No.:173346-54-8
Molecular Formula:C₄₄H₆₂O₈Si
Molecular Weight:747.057
Hs Code.:

Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-tetrahydro-pyran-3-yl ester

Synonyms:Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-tetrahydro-pyran-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-tetrahydro-pyran-3-yl ester

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Technology Process of Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-tetrahydro-pyran-3-yl ester

There total 6 articles about Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-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:

: 108869-64-3
3,4,6-tri-O-benzyl-2-O-acetyl-α-D-glucosyl trichloroimidate

: 153996-41-9
2-<<(triisopropylsilyl)oxy>methyl>-2-(Z)-pentenol

: 173346-54-8
Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -30 ℃; for 4h;

Reference yield:

: 133181-02-9,18052-21-6
3-hydroxy-2-methylene-pentanoic acid methyl ester

: 173346-54-8
Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / Ph₃P, diethyl azodicarboxylate / tetrahydrofuran / 2 h / -40 - -30 °C

2: 87 percent / K₂CO₃ / methanol / 1 h / 0 °C

3: 2,6-lutidine / CH₂Cl₂ / 0 °C

4: DIBAL-H / hexane; CH₂Cl₂ / -78 °C

5: BF₃*OEt₂, 4A molecular sieves / CH₂Cl₂ / 4 h / -30 °C

With 2,6-dimethylpyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; diisobutylaluminium hydride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; hexane; dichloromethane;

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 173346-54-8
Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-6-benzyloxymethyl-2-((Z)-2-triisopropylsilanyloxymethyl-pent-2-enyloxy)-tetrahydro-pyran-3-yl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 2,6-lutidine / CH₂Cl₂ / 0 °C

2: DIBAL-H / hexane; CH₂Cl₂ / -78 °C

3: BF₃*OEt₂, 4A molecular sieves / CH₂Cl₂ / 4 h / -30 °C

With 2,6-dimethylpyridine; 4 A molecular sieve; boron trifluoride diethyl etherate; diisobutylaluminium hydride; In hexane; dichloromethane;