Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

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Chemical Name:Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester
CAS No.:178885-07-9
Molecular Formula:C₂₀H₂₆O₁₀
Molecular Weight:426.42
Hs Code.:

Synonyms:Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

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Chemical Property of Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

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Technology Process of Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

There total 6 articles about Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-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:

: 108-24-7
acetic anhydride

: 178885-18-2
Benzoic acid (2S,3S,4S,5S,6S)-2-formyl-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

: Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(E)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

: 178885-07-9
Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: With potassium carbonate; In acetonitrile; at 60 ℃; Yield given. Yields of byproduct given;
DOI:10.1016/S0960-894X(96)00252-1

Reference yield:

: 131089-34-4
3-O-benzoyl-6-O-(t-butyldiphenyl)silyl-α-D-mannopyranoside

: 178885-07-9
Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine; CH₂Cl₂

2: 94 percent / P₂O₅

3: HF / pyridine; tetrahydrofuran

4: oxalyl chloride, Et₃N / dimethylsulfoxide / -78 °C

5: K₂CO₃ / acetonitrile / 60 °C

With oxalyl dichloride; hydrogen fluoride; phosphorus pentoxide; potassium carbonate; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/S0960-894X(96)00252-1

Reference yield:

: 178885-17-1
Benzoic acid (2R,3R,4S,5S,6S)-2-hydroxymethyl-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

: 178885-07-9
Benzoic acid (3S,4S,5S,6S)-2-[1-acetoxy-meth-(Z)-ylidene]-6-methoxy-3,5-bis-methoxymethoxy-tetrahydro-pyran-4-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: oxalyl chloride, Et₃N / dimethylsulfoxide / -78 °C

2: K₂CO₃ / acetonitrile / 60 °C

With oxalyl dichloride; potassium carbonate; triethylamine; In dimethyl sulfoxide; acetonitrile;
DOI:10.1016/S0960-894X(96)00252-1