(2R,5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethyl-2-(2-methoxy-ethoxymethoxy)-heptanal

Base Information

Chemical Name:(2R,5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethyl-2-(2-methoxy-ethoxymethoxy)-heptanal
CAS No.:96823-46-0
Molecular Formula:C₂₈H₄₀O₇
Molecular Weight:488.621
Hs Code.:

Synonyms:(2R,5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethyl-2-(2-methoxy-ethoxymethoxy)-heptanal

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Chemical Property of (2R,5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethyl-2-(2-methoxy-ethoxymethoxy)-heptanal

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Technology Process of (2R,5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethyl-2-(2-methoxy-ethoxymethoxy)-heptanal

There total 13 articles about (2R,5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethyl-2-(2-methoxy-ethoxymethoxy)-heptanal 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: 90.0%

: 96823-37-9
(2R,5R,6S)-5-benzyloxy-6-benzyloxymethoxy-5-ethyl-2-methoxyethoxymethoxyheptan-1-ol

: 96823-46-0
(2R,5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethyl-2-(2-methoxy-ethoxymethoxy)-heptanal

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -60 ℃;
DOI:10.1016/S0040-4039(00)98547-2

Reference yield:

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

: 96823-46-0
(2R,5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethyl-2-(2-methoxy-ethoxymethoxy)-heptanal

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / hydrogen / 10percent Pd/C / ethyl acetate / 1.5 h / Ambient temperature

2: 100 percent / tetrahydrofuran / 2 h / -78 °C

3: 1) NaH / 1) THF, DMF, RT, 2) THF, DMF, 60 deg C,

4: 66 percent / DDQ / benzene; H₂O / 3 h / Ambient temperature

5: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 2) CH₂Cl₂, -78 to 0 deg C

With oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; water; ethyl acetate; benzene;
DOI:10.1248/cpb.37.1705

Reference yield:

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

: 96823-46-0
(2R,5R,6S)-5-Benzyloxy-6-benzyloxymethoxy-5-ethyl-2-(2-methoxy-ethoxymethoxy)-heptanal

Guidance literature:: Multi-step reaction with 6 steps

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

2: 93 percent / hydrogen / 10percent Pd/C / ethyl acetate / 1.5 h / Ambient temperature

3: 100 percent / tetrahydrofuran / 2 h / -78 °C

4: 1) NaH / 1) THF, DMF, RT, 2) THF, DMF, 60 deg C,

5: 66 percent / DDQ / benzene; H₂O / 3 h / Ambient temperature

6: 1) DMSO, (COCl)2, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 2) CH₂Cl₂, -78 to 0 deg C

With oxalyl dichloride; hydrogen; sodium hydride; dimethyl sulfoxide; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In tetrahydrofuran; water; ethyl acetate; benzene;
DOI:10.1248/cpb.37.1705