3,5-Heptanediol, 6-methyl-4-methylene-1-(phenylmethoxy)-, (3R,5R)-

Base Information

Chemical Name:3,5-Heptanediol, 6-methyl-4-methylene-1-(phenylmethoxy)-, (3R,5R)-
CAS No.:538350-21-9
Molecular Formula:C16H24O3
Molecular Weight:264.365
Hs Code.:

Synonyms:

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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 3,5-Heptanediol, 6-methyl-4-methylene-1-(phenylmethoxy)-, (3R,5R)-

Chemical Property:

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Technology Process of 3,5-Heptanediol, 6-methyl-4-methylene-1-(phenylmethoxy)-, (3R,5R)-

There total 8 articles about 3,5-Heptanediol, 6-methyl-4-methylene-1-(phenylmethoxy)-, (3R,5R)- 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: 50.0%

: 538350-20-8
(R)-1-[(2R,3R)-3-(2-Benzyloxy-ethyl)-2-methyl-oxiranyl]-2-methyl-propan-1-ol

: 538350-21-9
(3R,5R)-1-Benzyloxy-6-methyl-4-methylene-heptane-3,5-diol

Guidance literature:: With bis(cyclopentadienyl)titanium dichloride; cyclohexa-1,4-diene; zinc; In tetrahydrofuran; at -23 - 20 ℃; for 6h;
DOI:10.1016/S0040-4039(03)00326-5

Reference yield:

: 4799-68-2
3-benzyloxypropan-1-ol

: 538350-21-9
(3R,5R)-1-Benzyloxy-6-methyl-4-methylene-heptane-3,5-diol

Guidance literature:: Multi-step reaction with 7 steps

1: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / 1.5 h / -78 - 20 °C

2: CH₂Cl₂ / 2 h / 0 - 20 °C

3: LAH / diethyl ether / 0.17 h / 0 °C

4: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / 1.5 h / -78 - 20 °C

5: diethyl ether / 0.17 h / 0 °C

6: 30 percent / Ti(OiPr)4; 4 Angstroeme MS; TBHP / diethyl D-(-)-tartrate / CH₂Cl₂ / 0.5 h / -23 °C

7: 50 percent / Cp₂TiCl₂; Zn; cyclohexa-1,4-diene / tetrahydrofuran / 6 h / -23 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; oxalyl dichloride; cyclohexa-1,4-diene; 4 Angstroeme MS; dimethyl sulfoxide; triethylamine; zinc; diethyl (2S,3S)-tartrate; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Swern oxidation / 2: Wittig reaction / 4: Swern oxidation / 6: Sharpless asymmetric epoxidation;
DOI:10.1016/S0040-4039(03)00326-5

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 538350-21-9
(3R,5R)-1-Benzyloxy-6-methyl-4-methylene-heptane-3,5-diol

Guidance literature:: Multi-step reaction with 6 steps

1: CH₂Cl₂ / 2 h / 0 - 20 °C

2: LAH / diethyl ether / 0.17 h / 0 °C

3: (COCl)2; Et₃N; DMSO / CH₂Cl₂ / 1.5 h / -78 - 20 °C

4: diethyl ether / 0.17 h / 0 °C

5: 30 percent / Ti(OiPr)4; 4 Angstroeme MS; TBHP / diethyl D-(-)-tartrate / CH₂Cl₂ / 0.5 h / -23 °C

6: 50 percent / Cp₂TiCl₂; Zn; cyclohexa-1,4-diene / tetrahydrofuran / 6 h / -23 - 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; bis(cyclopentadienyl)titanium dichloride; lithium aluminium tetrahydride; oxalyl dichloride; cyclohexa-1,4-diene; 4 Angstroeme MS; dimethyl sulfoxide; triethylamine; zinc; diethyl (2S,3S)-tartrate; In tetrahydrofuran; diethyl ether; dichloromethane; 1: Wittig reaction / 3: Swern oxidation / 5: Sharpless asymmetric epoxidation;
DOI:10.1016/S0040-4039(03)00326-5