benzoic acid 5-benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester

Base Information

• Chemical Name: benzoic acid 5-benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester
• CAS No.: 588693-57-6
• Molecular Formula: C₄₉H₆₂O₈Si₂
• Molecular Weight: 835.197
• Mol file: 588693-57-6.mol

Synonyms:benzoic acid 5-benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester

Chemical Property of benzoic acid 5-benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzoic acid 5-benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester

There total 4 articles about benzoic acid 5-benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-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:

Benzyloxymethyl chloride (3587-60-8) + benzoic acid 1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-5-hydroxy-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester (588693-55-4) → benzoic acid 5-benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester (588693-57-6)

Guidance literature:

With dmap; N-ethyl-N,N-diisopropylamine; In 1,2-dichloro-ethane; at 60 ℃; for 4h;

DOI:10.1021/ja0342998

Reference yield:

benzoic acid 1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-5-oxo-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester (588693-53-2) → benzoic acid 5-benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester (588693-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / CeCl₃*7H₂O; NaBH₄ / methanol; CH₂Cl₂ / 0.25 h / -78 °C

2: i-Pr₂NEt; DMAP / 1,2-dichloro-ethane / 4 h / 60 °C

With dmap; sodium tetrahydroborate; cerium(III) chloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; 1,2-dichloro-ethane; 1: Luche's reduction;

DOI:10.1021/ja0342998

Reference yield:

benzoic acid 1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-3-methoxy-5-oxo-3,5,6,7,8,8a-hexahydro-1H-isochromen-8-yl ester (1026979-90-7) → benzoic acid 5-benzyloxymethoxy-1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester (588693-57-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 10.76 g / DMAP; Cl₃CCOCl / pyridine / 10 h / 20 °C

2: 92 percent / CeCl₃*7H₂O; NaBH₄ / methanol; CH₂Cl₂ / 0.25 h / -78 °C

3: i-Pr₂NEt; DMAP / 1,2-dichloro-ethane / 4 h / 60 °C

With dmap; sodium tetrahydroborate; cerium(III) chloride; N-ethyl-N,N-diisopropylamine; trifluoroacetyl chloride; In pyridine; methanol; dichloromethane; 1,2-dichloro-ethane; 2: Luche's reduction;

DOI:10.1021/ja0342998

upstream raw materials:

Benzyloxymethyl chloride

benzoic acid 1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-5-hydroxy-3-methoxy-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester

benzoic acid 1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-3-methoxy-5-oxo-3,5,8,8a-tetrahydro-1H-isochromen-8-yl ester

benzoic acid 1-(tert-butyl-dimethyl-silanyloxymethyl)-7-(tert-butyl-diphenyl-silanyloxymethyl)-7-hydroxy-3-methoxy-5-oxo-3,5,6,7,8,8a-hexahydro-1H-isochromen-8-yl ester

Downstream raw materials:

Benzoic acid (1S,4S,5S,6S,7R,8S,9S)-7-acetoxy-9-benzyloxymethoxy-5-tert-butoxycarbonylamino-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-4,8-dihydroxy-3-oxo-2-oxa-bicyclo[3.3.1]non-8-ylmethyl ester

C₃₆H₄₁NO₁₆

((1R,2R,5S,6R)-2-Benzyloxymethoxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-5-hydroxy-4-hydroxymethyl-1-{2-[(4-methoxy-phenyl)-diphenyl-methoxy]-ethyl}-cyclohex-3-enyl)-carbamic acid tert-butyl ester

C₃₉H₄₅NO₁₆