(5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-[1,4]dioxan-2-one

Base Information

• Chemical Name: (5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-[1,4]dioxan-2-one
• CAS No.: 1055029-11-2
• Molecular Formula: C₂₅H₃₀O₇
• Molecular Weight: 442.509

Synonyms:(5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-[1,4]dioxan-2-one

Chemical Property of (5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-[1,4]dioxan-2-one

Chemical Property:

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Technology Process of (5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-[1,4]dioxan-2-one

There total 3 articles about (5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-[1,4]dioxan-2-one 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:

(1S,2S,3E)-1-[(1S)-1-benzyloxymethoxyethyl]-2-hydroxy-5-(p-methoxybenzyloxypent-3-enyloxy)acetic acid tert-butyl ester (264132-25-4) → (5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-[1,4]dioxan-2-one (1055029-11-2)

Guidance literature:

With trifluoroacetic acid; In benzene; for 0.5h; Heating;

DOI:10.1021/jo991681n

Reference yield:

((1S,2S)-2-Benzyloxymethoxy-1-formyl-propoxy)-acetic acid tert-butyl ester → (5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-[1,4]dioxan-2-one (1055029-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / CuI; n-Bu₃P; PhLi / tetrahydrofuran; diethyl ether / -78 °C

2: trifluoroacetic acid / benzene / 0.5 h / Heating

With copper(l) iodide; tributylphosphine; phenyllithium; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; benzene; 1: Addition / 2: Cyclization;

DOI:10.1021/jo991681n

Reference yield:

Tributyl-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-stannane → (5S,6S)-5-((S)-1-Benzyloxymethoxy-ethyl)-6-[(E)-3-(4-methoxy-benzyloxy)-propenyl]-[1,4]dioxan-2-one (1055029-11-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 69 percent / CuI; n-Bu₃P; PhLi / tetrahydrofuran; diethyl ether / -78 °C

2: trifluoroacetic acid / benzene / 0.5 h / Heating

With copper(l) iodide; tributylphosphine; phenyllithium; trifluoroacetic acid; In tetrahydrofuran; diethyl ether; benzene; 1: Addition / 2: Cyclization;

DOI:10.1021/jo991681n

upstream raw materials:

(1S,2S,3E)-1-[(1S)-1-benzyloxymethoxyethyl]-2-hydroxy-5-(p-methoxybenzyloxypent-3-enyloxy)acetic acid tert-butyl ester

Downstream raw materials:

(2S,3S,6R)-6-[(1S)-1-benzyloxymethoxyethyl]-3-p-methoxybenzyloxymethyl-3,6-dihydro-2H-pyran-2-carboxylic acid

C₅₉H₇₇Cl₃O₁₆Si

C₅₃H₆₃Cl₃O₁₆

C₅₁H₆₂O₁₆

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