(E)-2-((2R,3R,4S,5R,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pent-2-enoic acid methyl ester

Base Information

Chemical Name:(E)-2-((2R,3R,4S,5R,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pent-2-enoic acid methyl ester
CAS No.:173346-53-7
Molecular Formula:C₃₆H₄₂O₉
Molecular Weight:618.724
Hs Code.:

Synonyms:(E)-2-((2R,3R,4S,5R,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pent-2-enoic acid methyl ester

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Chemical Property of (E)-2-((2R,3R,4S,5R,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pent-2-enoic acid methyl ester

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Technology Process of (E)-2-((2R,3R,4S,5R,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pent-2-enoic acid methyl ester

There total 3 articles about (E)-2-((2R,3R,4S,5R,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pent-2-enoic 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: 87.0%

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

: 153996-40-8
methyl (2E)-2-(hydroxymethyl)pent-2-enoate

: 173346-53-7
(E)-2-((2R,3R,4S,5R,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pent-2-enoic acid methyl ester

Guidance literature:: With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 0 ℃; for 1.75h;

Reference yield:

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

: 173346-53-7
(E)-2-((2R,3R,4S,5R,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pent-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 87 percent / BF₃*OEt₂, 4A molecular sieves / CH₂Cl₂ / 1.75 h / -78 - 0 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; potassium carbonate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 153996-35-1
methyl (E)-2-<<(4-nitrobenzoyl)oxy>methyl>-2-pentenoate

: 173346-53-7
(E)-2-((2R,3R,4S,5R,6R)-3-Acetoxy-4,5-bis-benzyloxy-6-benzyloxymethyl-tetrahydro-pyran-2-yloxymethyl)-pent-2-enoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

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

2: 87 percent / BF₃*OEt₂, 4A molecular sieves / CH₂Cl₂ / 1.75 h / -78 - 0 °C

With 4 A molecular sieve; boron trifluoride diethyl etherate; potassium carbonate; In methanol; dichloromethane;