methyl 9-O-(tert-butyldiphenylsilyl)-10,11-bis-O-(1-methylethylidene)-9(S),10(R),11-trihydroxy-6(Z)-undecenoate

Base Information

Chemical Name:methyl 9-O-(tert-butyldiphenylsilyl)-10,11-bis-O-(1-methylethylidene)-9(S),10(R),11-trihydroxy-6(Z)-undecenoate
CAS No.:100333-61-7
Molecular Formula:C₃₁H₄₄O₅Si
Molecular Weight:524.773
Hs Code.:

Synonyms:methyl 9-O-(tert-butyldiphenylsilyl)-10,11-bis-O-(1-methylethylidene)-9(S),10(R),11-trihydroxy-6(Z)-undecenoate

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Chemical Property of methyl 9-O-(tert-butyldiphenylsilyl)-10,11-bis-O-(1-methylethylidene)-9(S),10(R),11-trihydroxy-6(Z)-undecenoate

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Technology Process of methyl 9-O-(tert-butyldiphenylsilyl)-10,11-bis-O-(1-methylethylidene)-9(S),10(R),11-trihydroxy-6(Z)-undecenoate

There total 4 articles about methyl 9-O-(tert-butyldiphenylsilyl)-10,11-bis-O-(1-methylethylidene)-9(S),10(R),11-trihydroxy-6(Z)-undecenoate 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:

: 53036-80-9
6-carboxy hexylidene triphenylphosphorane

: 100333-61-7
methyl 9-O-(tert-butyldiphenylsilyl)-10,11-bis-O-(1-methylethylidene)-9(S),10(R),11-trihydroxy-6(Z)-undecenoate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hexamethyldisilazane (LiHMDS) / tetrahydrofuran; hexamethylphosphoric acid triamide / 2.5 h / -78 - 20 °C

2: NaHCO₃ / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / Ambient temperature

With sodium hydrogencarbonate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jo00356a004

Reference yield:

: 93292-42-3
2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-bis-O-(1-methylethylidene)-D-erythro-pentose

: 100333-61-7
methyl 9-O-(tert-butyldiphenylsilyl)-10,11-bis-O-(1-methylethylidene)-9(S),10(R),11-trihydroxy-6(Z)-undecenoate

Guidance literature:: Multi-step reaction with 2 steps

1: lithium hexamethyldisilazane (LiHMDS) / tetrahydrofuran; hexamethylphosphoric acid triamide / 2.5 h / -78 - 20 °C

2: NaHCO₃ / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / Ambient temperature

With sodium hydrogencarbonate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
DOI:10.1021/jo00356a004

Reference yield:

: 93292-41-2
2-deoxy-3-O-(tert-butyldiphenylsilyl)-4,5-O-isopropylidene-D-erythro-pentose diethyl dithioacetal

: 100333-61-7
methyl 9-O-(tert-butyldiphenylsilyl)-10,11-bis-O-(1-methylethylidene)-9(S),10(R),11-trihydroxy-6(Z)-undecenoate

Guidance literature:: Multi-step reaction with 3 steps

1: 77 percent / AgNO₃, N-chlorosuccinimide (NCS) / acetonitrile; H₂O / 0.17 h / -20 °C

2: lithium hexamethyldisilazane (LiHMDS) / tetrahydrofuran; hexamethylphosphoric acid triamide / 2.5 h / -78 - 20 °C

3: NaHCO₃ / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / Ambient temperature

With N-chloro-succinimide; sodium hydrogencarbonate; silver nitrate; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; water; acetonitrile;
DOI:10.1021/jo00356a004