(2R,5R,6S)-5-benzyloxy-6-benzyloxymethoxy-5-ethyl-2-methoxyethoxymethoxyheptan-1-ol

Base Information

Chemical Name:(2R,5R,6S)-5-benzyloxy-6-benzyloxymethoxy-5-ethyl-2-methoxyethoxymethoxyheptan-1-ol
CAS No.:96823-37-9
Molecular Formula:C₂₈H₄₂O₇
Molecular Weight:490.637
Hs Code.:

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

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Chemical Property of (2R,5R,6S)-5-benzyloxy-6-benzyloxymethoxy-5-ethyl-2-methoxyethoxymethoxyheptan-1-ol

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Technology Process of (2R,5R,6S)-5-benzyloxy-6-benzyloxymethoxy-5-ethyl-2-methoxyethoxymethoxyheptan-1-ol

There total 12 articles about (2R,5R,6S)-5-benzyloxy-6-benzyloxymethoxy-5-ethyl-2-methoxyethoxymethoxyheptan-1-ol 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: 66.0%

: 126394-47-6
(2S,3R,6R)-3-benzyloxy-2-benzyloxymethoxy-3-ethyl-7-(4-methoxybenzyloxy)-6-methoxyethoxymethoxyheptane

: 96823-45-9
(2R,5R,6R)-6-benzyloxymethoxy-5-ethyl-2-methoxyethoxymethoxyheptane-1,5-diol

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

Guidance literature:: With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In benzene; for 2h; Ambient temperature;
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

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

Guidance literature:: Multi-step reaction with 4 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

With hydrogen; sodium hydride; 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

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

Guidance literature:: Multi-step reaction with 5 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

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