(2S,5S)-5-(4-Methoxy-benzyloxy)-hept-6-ene-1,2-diol

Base Information

Chemical Name:(2S,5S)-5-(4-Methoxy-benzyloxy)-hept-6-ene-1,2-diol
CAS No.:161954-42-3
Molecular Formula:C₁₅H₂₂O₄
Molecular Weight:266.337
Hs Code.:

Synonyms:(2S,5S)-5-(4-Methoxy-benzyloxy)-hept-6-ene-1,2-diol

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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,5S)-5-(4-Methoxy-benzyloxy)-hept-6-ene-1,2-diol

Chemical Property:

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Technology Process of (2S,5S)-5-(4-Methoxy-benzyloxy)-hept-6-ene-1,2-diol

There total 9 articles about (2S,5S)-5-(4-Methoxy-benzyloxy)-hept-6-ene-1,2-diol 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:

: 36326-38-2,917877-01-1
3-<(4'S)-2',2'-dimethyl-1',3'-dioxolan-4'-yl>prop-2-enoic acid ethyl ester

: 161954-42-3
(2S,5S)-5-(4-Methoxy-benzyloxy)-hept-6-ene-1,2-diol

Guidance literature:: Multi-step reaction with 9 steps

1: H₂ / Pd-C / ethyl acetate

2: 80 percent / LAH / tetrahydrofuran / 0 °C

3: PDC / CH₂Cl₂ / 40 °C

4: 63 percent / benzene / 80 °C

5: 80 percent / DIBAL-H / CH₂Cl₂

6: 80 percent / TBHP, TIP / (+)DIPT / CH₂Cl₂ / -20 °C

7: 65 percent / Cp₂TiCl₂, Zn, ZnCl₂ / tetrahydrofuran

8: NaH / tetrahydrofuran

9: PTSA / methanol

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; dipyridinium dichromate; hydrogen; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; toluene-4-sulfonic acid; zinc(II) chloride; zinc; palladium on activated charcoal; L-(+)-diisopropyl tartrate; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; benzene;
DOI:10.1016/0040-4039(94)02195-H

Reference yield:

: 36326-39-3
Ethyl 4,5-O-isopropylidene-(S)-4,5-dihydroxypentanoate

: 161954-42-3
(2S,5S)-5-(4-Methoxy-benzyloxy)-hept-6-ene-1,2-diol

Guidance literature:: Multi-step reaction with 8 steps

1: 80 percent / LAH / tetrahydrofuran / 0 °C

2: PDC / CH₂Cl₂ / 40 °C

3: 63 percent / benzene / 80 °C

4: 80 percent / DIBAL-H / CH₂Cl₂

5: 80 percent / TBHP, TIP / (+)DIPT / CH₂Cl₂ / -20 °C

6: 65 percent / Cp₂TiCl₂, Zn, ZnCl₂ / tetrahydrofuran

7: NaH / tetrahydrofuran

8: PTSA / methanol

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; dipyridinium dichromate; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; toluene-4-sulfonic acid; zinc(II) chloride; zinc; L-(+)-diisopropyl tartrate; In tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1016/0040-4039(94)02195-H

Reference yield:

: 51268-87-2
(4S)-3-(2,2-dimethyl-1,3-dioxolan-4-yl)propan-1-ol

: 161954-42-3
(2S,5S)-5-(4-Methoxy-benzyloxy)-hept-6-ene-1,2-diol

Guidance literature:: Multi-step reaction with 7 steps

1: PDC / CH₂Cl₂ / 40 °C

2: 63 percent / benzene / 80 °C

3: 80 percent / DIBAL-H / CH₂Cl₂

4: 80 percent / TBHP, TIP / (+)DIPT / CH₂Cl₂ / -20 °C

5: 65 percent / Cp₂TiCl₂, Zn, ZnCl₂ / tetrahydrofuran

6: NaH / tetrahydrofuran

7: PTSA / methanol

With tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; dipyridinium dichromate; sodium hydride; diisobutylaluminium hydride; isobutyltriphenylphosphonium bromide; toluene-4-sulfonic acid; zinc(II) chloride; zinc; L-(+)-diisopropyl tartrate; In tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1016/0040-4039(94)02195-H