(1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.0^2,6]undec-2⁽⁶⁾-en-5-ol

Base Information

• Chemical Name: (1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.0^2,6]undec-2⁽⁶⁾-en-5-ol
• CAS No.: 379692-80-5
• Molecular Formula: C₂₄H₃₆O₆Si
• Molecular Weight: 448.632

Synonyms:(1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.0^2,6]undec-2⁽⁶⁾-en-5-ol

Chemical Property of (1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.0^2,6]undec-2⁽⁶⁾-en-5-ol

Chemical Property:

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Technology Process of (1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.0^2,6]undec-2⁽⁶⁾-en-5-ol

There total 10 articles about (1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.0^2,6]undec-2⁽⁶⁾-en-5-ol 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:

C27H42O7Si (379692-79-2) → (1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.02,6]undec-2(6)-en-5-ol (379692-80-5)

Guidance literature:

With calcium hydroxide; In methanol; water; Heating;

DOI:10.1016/S0040-4039(01)01366-1

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → (1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.02,6]undec-2(6)-en-5-ol (379692-80-5)

Guidance literature:

Multi-step reaction with 6 steps

1: ImH / dimethylformamide / 20 °C

2: OsO₄; NMO / 2-methyl-propan-2-ol; H₂O / 20 °C

3: CSA / CH₂Cl₂ / 20 °C

4: 87 percent / NaOH; DMPU / H₂O / 3 h / 40 °C

5: NMO; TPAP; MS 4 Angstroem / acetonitrile

6: Ca(OH)2 / methanol; H₂O / Heating

With 1H-imidazole; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; calcium hydroxide; sodium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; MS 4 Angstroem; camphor-10-sulfonic acid; In methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; tert-butyl alcohol;

DOI:10.1016/S0040-4039(01)01366-1

Reference yield:

C27H44O7Si (379692-78-1) → (1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.02,6]undec-2(6)-en-5-ol (379692-80-5)

Guidance literature:

Multi-step reaction with 2 steps

1: NMO; TPAP; MS 4 Angstroem / acetonitrile

2: Ca(OH)2 / methanol; H₂O / Heating

With calcium hydroxide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; MS 4 Angstroem; In methanol; water; acetonitrile;

DOI:10.1016/S0040-4039(01)01366-1

upstream raw materials:

C₂₇H₄₂O₇Si

tert-butyldimethylsilyl chloride

C₂₇H₄₄O₇Si

(1R,3S,5R,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-one

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