(2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one

Base Information

Chemical Name:(2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one
CAS No.:126393-85-9
Molecular Formula:C₂₇H₃₆O₈
Molecular Weight:488.578
Hs Code.:

Synonyms:(2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one

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Chemical Property of (2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one

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Technology Process of (2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one

There total 11 articles about (2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-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: 85.0%

: 96823-33-5
(S)-3-(4-methoxybenzyloxy)-2-methoxyethoxymethoxypropanal

: 96823-34-6
Dimethyl [(3R)-3-benzyloxymethoxy-2-oxobutyl]phosphonate

: 126393-85-9
(2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one

Guidance literature:: With sodium hydride; In tetrahydrofuran; at 0 ℃;
DOI:10.1016/S0040-4039(00)98547-2

Reference yield:

: 109786-73-4
(S)-4-[(4-methoxybenzyloxy)methyl]-2,2-dimethyl-1,3-dioxolane

: 126393-85-9
(2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / 1N HCl / tetrahydrofuran / 16 h / Ambient temperature

2: 84 percent / pyridine / 1.5 h / 0 °C

3: 88 percent / EtN(iPr)2 / CH₂Cl₂ / 48 h / Ambient temperature

4: 92 percent / LiAlH₄ / tetrahydrofuran; diethyl ether

5: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -70 deg C, 8 min, 2) CH₂Cl₂, -70 to -10 deg C

6: 1) NaH / 1) THF, DMF, 0 to 20 deg C, 2) THF, DMF, 0 deg C, 3.5 h then 16h

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1248/cpb.37.1705

Reference yield:

: 63296-55-9,98301-36-1
ethyl O-BOM-L-lactate

: 126393-85-9
(2S,6S)-2-benzyloxymethoxy-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyhept-3-en-3-one

Guidance literature:: Multi-step reaction with 2 steps

2: 85 percent / NaH / tetrahydrofuran / 0 °C

With sodium hydride; In tetrahydrofuran;
DOI:10.1016/S0040-4039(00)98547-2