(6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-4-one

Base Information

Chemical Name:(6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-4-one
CAS No.:215160-83-1
Molecular Formula:C₂₄H₃₆O₅Si
Molecular Weight:432.632
Hs Code.:

Synonyms:(6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-4-one

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Chemical Property of (6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-4-one

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Technology Process of (6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-4-one

There total 11 articles about (6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-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: 93.0%

: 2-[(S)-6-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-4-hydroxy-hexyl]-pyran-4-one

: 215160-83-1
(6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-4-one

Guidance literature:: With trifluoroacetic acid; In benzene; for 96h;
DOI:10.1016/S0040-4039(98)01629-3

Reference yield:

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

: 215160-83-1
(6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-4-one

Guidance literature:: Multi-step reaction with 4 steps

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

2: lutidine / CH₂Cl₂

3: DDQ / CH₂Cl₂

4: 93 percent / CF₃COOH / benzene / 96 h

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

Reference yield:

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

: 215160-83-1
(6R,8S)-8-(2-Benzyloxy-ethyl)-10-(tert-butyl-dimethyl-silanyloxy)-1,7-dioxa-spiro[5.5]undec-2-en-4-one

Guidance literature:: Multi-step reaction with 8 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

With sodium periodate; osmium(VIII) oxide; oxalyl dichloride; lutidine; 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; benzene;
DOI:10.1016/S0040-4039(98)01629-3