(2S,3S,4S)-1-benzyloxymethoxy-4-ethyl-3,5-isopropylidenedioxy-2-methylpentane

Base Information

Chemical Name:(2S,3S,4S)-1-benzyloxymethoxy-4-ethyl-3,5-isopropylidenedioxy-2-methylpentane
CAS No.:156479-48-0
Molecular Formula:C₁₉H₃₀O₄
Molecular Weight:322.445
Hs Code.:

Synonyms:(2S,3S,4S)-1-benzyloxymethoxy-4-ethyl-3,5-isopropylidenedioxy-2-methylpentane

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4S)-1-benzyloxymethoxy-4-ethyl-3,5-isopropylidenedioxy-2-methylpentane

Chemical Property:

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Technology Process of (2S,3S,4S)-1-benzyloxymethoxy-4-ethyl-3,5-isopropylidenedioxy-2-methylpentane

There total 10 articles about (2S,3S,4S)-1-benzyloxymethoxy-4-ethyl-3,5-isopropylidenedioxy-2-methylpentane 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: 97.0%

: 77-76-9
2,2-dimethoxy-propane

: 156479-47-9
(2S,3S,4S)-5-benzyloxymethoxy-2-ethyl-4-methylpentane-1,3-diol

: 156479-48-0
(2S,3S,4S)-1-benzyloxymethoxy-4-ethyl-3,5-isopropylidenedioxy-2-methylpentane

Guidance literature:: With camphor-10-sulfonic acid; In benzene; for 1h; Ambient temperature;
DOI:10.1248/cpb.41.2044

Reference yield:

: 156557-41-4
(4S)-5-benzyloxymethyloxy-2,3-epoxy-4-methylpentan-1-ol

: 156479-48-0
(2S,3S,4S)-1-benzyloxymethoxy-4-ethyl-3,5-isopropylidenedioxy-2-methylpentane

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) CuI / 1.) THF, Et₂O, from -30 deg C to -20 deg C, 10 min, 2.) THF, Et₂O, -20 deg, 1 h

2: 84 percent / pyridine / 28 h / 10 °C

3: 100 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 0.17 h / Ambient temperature

4: 1.) CuI / 1.) Et₂O, -25 deg C, 30 min, 2.) Et₂O, from -20 deg C to -10 deg C, 20 min

5: 93 percent / N-morpholine oxide, OsO₄, water / acetone; 2-methyl-propan-2-ol / 24 h / Ambient temperature

6: aq. NaIO₄ / methanol; tetrahydrofuran / 0.5 h / Ambient temperature

7: LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

8: aq. NaOH / methanol / 0.5 h / Ambient temperature

9: 97 percent / camphorsulfonic acid / benzene / 1 h / Ambient temperature

With pyridine; 4-morpholinyl-N-oxide; dmap; sodium hydroxide; sodium periodate; copper(l) iodide; osmium(VIII) oxide; lithium aluminium tetrahydride; camphor-10-sulfonic acid; water; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; tert-butyl alcohol; benzene;
DOI:10.1248/cpb.41.2044

Reference yield:

: (E)-(R)-5-Benzyloxymethoxy-4-methyl-pent-2-en-1-ol

: 156479-48-0
(2S,3S,4S)-1-benzyloxymethoxy-4-ethyl-3,5-isopropylidenedioxy-2-methylpentane

Guidance literature:: Multi-step reaction with 10 steps

1: 1.)titanium tetra-isopropoxide, molecular sieves 3A, diethyl (+)-tartrate, 2.) tert-butyl hydroperoxide / 1.) CH₂Cl₂, -20 deg C, 30 min, 2.) CH₂Cl₂, 2,2,4-trimethylpentane, -20 deg C, 12 h

2: 1.) CuI / 1.) THF, Et₂O, from -30 deg C to -20 deg C, 10 min, 2.) THF, Et₂O, -20 deg, 1 h

3: 84 percent / pyridine / 28 h / 10 °C

4: 100 percent / Et₃N, 4-dimethylaminopyridine / CH₂Cl₂ / 0.17 h / Ambient temperature

5: 1.) CuI / 1.) Et₂O, -25 deg C, 30 min, 2.) Et₂O, from -20 deg C to -10 deg C, 20 min

6: 93 percent / N-morpholine oxide, OsO₄, water / acetone; 2-methyl-propan-2-ol / 24 h / Ambient temperature

7: aq. NaIO₄ / methanol; tetrahydrofuran / 0.5 h / Ambient temperature

8: LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

9: aq. NaOH / methanol / 0.5 h / Ambient temperature

10: 97 percent / camphorsulfonic acid / benzene / 1 h / Ambient temperature

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; 4-morpholinyl-N-oxide; dmap; sodium hydroxide; sodium periodate; copper(l) iodide; osmium(VIII) oxide; lithium aluminium tetrahydride; diethyl (2R,3R)-tartrate; 3 A molecular sieve; camphor-10-sulfonic acid; water; triethylamine; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetone; tert-butyl alcohol; benzene;
DOI:10.1248/cpb.41.2044