(2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one

Base Information

Chemical Name:(2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one
CAS No.:215160-86-4
Molecular Formula:C₂₁H₂₈O₅
Molecular Weight:360.45
Hs Code.:

Synonyms:(2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one

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Chemical Property of (2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one

Chemical Property:

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Technology Process of (2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one

There total 15 articles about (2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one 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:

: 5848-33-9
2-methyl-4H-pyran-4-one

: 215160-86-4
(2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one

Guidance literature:: Multi-step reaction with 8 steps

1: 78 percent / LiHMDS / tetrahydrofuran / -78 °C

2: lutidine / CH₂Cl₂

3: DDQ / CH₂Cl₂

4: 93 percent / CF₃COOH / benzene / 96 h

5: 73 percent / 3PCuI>4 / tetrahydrofuran

6: 85 percent / diethyl ether

7: n-Bu₄NF

8: acetone / Jones oxidn.

With 4; lutidine; tetrabutyl ammonium fluoride; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; benzene;
DOI:10.1016/S0040-4039(98)01629-3

Reference yield:

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

: 215160-86-4
(2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one

Guidance literature:: Multi-step reaction with 12 steps

1: DMSO, (COCl)2, Et₃N

2: 87 percent / tetrahydrofuran; diethyl ether

3: 85 percent / NaH / dimethylformamide

4: 93 percent / OsO₄, NaIO₄

5: 78 percent / LiHMDS / tetrahydrofuran / -78 °C

6: lutidine / CH₂Cl₂

7: DDQ / CH₂Cl₂

8: 93 percent / CF₃COOH / benzene / 96 h

9: 73 percent / 3PCuI>4 / tetrahydrofuran

10: 85 percent / diethyl ether

11: n-Bu₄NF

12: acetone / Jones oxidn.

With sodium periodate; osmium(VIII) oxide; oxalyl dichloride; 4; lutidine; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(98)01629-3

Reference yield:

: 19790-60-4
3-Benzyloxypropanal

: 215160-86-4
(2S,6S,8R,10S)-2-(2-Benzyloxy-ethyl)-10-hydroxy-10-methyl-8-vinyl-1,7-dioxa-spiro[5.5]undecan-4-one

Guidance literature:: Multi-step reaction with 11 steps

1: 87 percent / tetrahydrofuran; diethyl ether

2: 85 percent / NaH / dimethylformamide

3: 93 percent / OsO₄, NaIO₄

4: 78 percent / LiHMDS / tetrahydrofuran / -78 °C

5: lutidine / CH₂Cl₂

6: DDQ / CH₂Cl₂

7: 93 percent / CF₃COOH / benzene / 96 h

8: 73 percent / 3PCuI>4 / tetrahydrofuran

9: 85 percent / diethyl ether

10: n-Bu₄NF

11: acetone / Jones oxidn.

With sodium periodate; osmium(VIII) oxide; 4; lutidine; tetrabutyl ammonium fluoride; sodium hydride; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1016/S0040-4039(98)01629-3