(2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-ol

Base Information

Chemical Name:(2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-ol
CAS No.:183017-08-5
Molecular Formula:C₂₅H₃₄O₆
Molecular Weight:430.541
Hs Code.:

Synonyms:(2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-ol

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Chemical Property of (2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-ol

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Technology Process of (2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-ol

There total 1 articles about (2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-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:

: 917-57-7
vinyllithium

: 155781-15-0
(2R,3S)-2-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-3-methyl-oxirane

: 1-((Z)-(S)-2-Benzyloxymethoxymethyl-pent-3-enyloxymethoxymethyl)-4-methoxy-benzene

: (2S,3S)-3-[(S)-1-Benzyloxymethoxymethyl-2-(4-methoxy-benzyloxymethoxy)-ethyl]-pent-4-en-2-ol

: 183017-08-5
(2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-ol

Guidance literature:: With boron trifluoride diethyl etherate; Yield given. Multistep reaction. Yields of byproduct given; 1.) Et₂O, from -78 deg C to -10 deg C, 2.) Et₂O a) -78 deg C, 2 h, b) -10 deg C, 20 h;
DOI:10.1016/0040-4020(96)00751-X

Reference yield: 80.0%

: 183017-08-5
(2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-ol

: 183017-14-3
(2R,3S,4S)-2-Benzyloxymethoxymethyl-4-methyl-hex-5-ene-1,3-diol

Guidance literature:: With phosphate buffer pH 7; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; tert-butyl alcohol; for 4h; Ambient temperature;
DOI:10.1016/0040-4020(96)00751-X

Reference yield:

: 183017-08-5
(2S,3S,4S)-2-Benzyloxymethoxymethyl-1-(4-methoxy-benzyloxymethoxy)-4-methyl-hex-5-en-3-ol

: 2,2-Dimethyl-propionic acid (S)-2-[(4S,5R)-2,2-dimethyl-5-(toluene-4-sulfonyloxymethyl)-[1,3]dioxan-4-yl]-propyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / DDQ, phosphate buffer pH 7 / CH₂Cl₂; 2-methyl-propan-2-ol / 4 h / Ambient temperature

2: 25 percent / PTSA / CH₂Cl₂; tetrahydrofuran / 0.17 h / 0 °C

3: 1.) O₃, Me₂S, 2.) NaBH₄ / 1.) MeOH, CH₂Cl₂, -78 deg C, 5 min, 2.) MeOH, CH₂Cl₂, -15 deg C, 30 min

4: 95 percent / pyridine / 24 h / Ambient temperature

5: 100 percent / CaCO₃, H₂ / 10percent Pd/C / 760 Torr / Ambient temperature

6: 49 percent / Et₃N / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; sodium tetrahydroborate; dimethylsulfide; phosphate buffer pH 7; hydrogen; toluene-4-sulfonic acid; ozone; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; calcium carbonate; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1016/0040-4020(96)00751-X