Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester

Base Information

Chemical Name:Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester
CAS No.:85925-84-4
Molecular Formula:C₂₈H₄₆O₁₀Si
Molecular Weight:570.753
Hs Code.:

Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester

Synonyms:Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester

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Chemical Property of Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester

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Technology Process of Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester

There total 7 articles about Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester 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: 95.0%

: 108-24-7
acetic anhydride

: 85925-77-5
(6R,7S,8S,9S)-8-(tert-Butyl-dimethyl-silanyloxy)-9-((R)-4-hydroxy-1-hydroxymethyl-4-methyl-cyclohex-2-enyl)-9-methyl-1,4-dioxa-spiro[4.4]nonane-6,7-diol

: 85925-84-4
Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester

Guidance literature:: In pyridine; for 16h; Ambient temperature;
DOI:10.1021/ja00351a057

Reference yield:

: C₂₃H₃₄O₆Si

: 85925-84-4
Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / 16 h / 120 °C

2: 99 percent / NaOAc / acetic acid; H₂O / 1 h / Ambient temperature

3: 95 percent / diisopropylethylamine / tetrahydrofuran / 96 h / Ambient temperature

4: 1.) LDA, 2.) MsCl, imidazole / 1.) THF, -78 deg C, 1 h, 2.) DMF, room temperature, 16 h

5: 90 percent / tetrahydrofuran / 1 h / -78 °C

6: 75 percent / LiAlH₄ / 1,2-dimethoxy-ethane / 1 h / Heating

7: 95 percent / pyridine / 16 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; sodium acetate; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane; water; acetic acid;
DOI:10.1021/ja00351a057

Reference yield:

: 85925-73-1
C₂₄H₃₄O₇Si

: 85925-84-4
Acetic acid (6R,7S,8S,9S)-7-acetoxy-9-((R)-1-acetoxymethyl-4-hydroxy-4-methyl-cyclohex-2-enyl)-8-(tert-butyl-dimethyl-silanyloxy)-9-methyl-1,4-dioxa-spiro[4.4]non-6-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 95 percent / diisopropylethylamine / tetrahydrofuran / 96 h / Ambient temperature

2: 1.) LDA, 2.) MsCl, imidazole / 1.) THF, -78 deg C, 1 h, 2.) DMF, room temperature, 16 h

3: 90 percent / tetrahydrofuran / 1 h / -78 °C

4: 75 percent / LiAlH₄ / 1,2-dimethoxy-ethane / 1 h / Heating

5: 95 percent / pyridine / 16 h / Ambient temperature

With 1H-imidazole; lithium aluminium tetrahydride; methanesulfonyl chloride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; pyridine; 1,2-dimethoxyethane;
DOI:10.1021/ja00351a057