methyl (1S,2S,5R)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-hydroxy-5-methyl-2-<2'-methyl-3'-<(tert-butyldimethylsilyl)oxy>-1'(E)-propen-1'-yl>3-cyclohexene-1-carboxylate

Base Information

• Chemical Name: methyl (1S,2S,5R)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-hydroxy-5-methyl-2-<2'-methyl-3'-<(tert-butyldimethylsilyl)oxy>-1'(E)-propen-1'-yl>3-cyclohexene-1-carboxylate
• CAS No.: 146983-24-6
• Molecular Formula: C₃₆H₅₄O₅Si₂
• Molecular Weight: 622.993
• Mol file: 146983-24-6.mol

Synonyms:methyl (1S,2S,5R)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-hydroxy-5-methyl-2-<2'-methyl-3'-<(tert-butyldimethylsilyl)oxy>-1'(E)-propen-1'-yl>3-cyclohexene-1-carboxylate

Chemical Property of methyl (1S,2S,5R)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-hydroxy-5-methyl-2-<2'-methyl-3'-<(tert-butyldimethylsilyl)oxy>-1'(E)-propen-1'-yl>3-cyclohexene-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (1S,2S,5R)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-hydroxy-5-methyl-2-<2'-methyl-3'-<(tert-butyldimethylsilyl)oxy>-1'(E)-propen-1'-yl>3-cyclohexene-1-carboxylate

There total 36 articles about methyl (1S,2S,5R)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-hydroxy-5-methyl-2-<2'-methyl-3'-<(tert-butyldimethylsilyl)oxy>-1'(E)-propen-1'-yl>3-cyclohexene-1-carboxylate 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: 99.0%

methanol (67-56-1) + (2R,2R',4S,5R)-spiro<1-<<(tert-butyldiphenylsilyl)oxy>methyl>-2-methyl-5-<3-<(tert-butyldimethylsilyl)oxy>-2-methylprop-1-enyl>cyclohex-1-ene-4,5'-2'-cyclohexyl-1',3'-dioxolan-4'-one> → methyl (1S,2S,5R)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-hydroxy-5-methyl-2-<2'-methyl-3'-<(tert-butyldimethylsilyl)oxy>-1'(E)-propen-1'-yl>3-cyclohexene-1-carboxylate (146983-24-6)

Guidance literature:

With potassium carbonate; at 25 ℃; for 16h;

DOI:10.1021/jo00060a035

Reference yield: 89.0%

methanol (67-56-1) + (2R,2R',4S,5R)-spiro<1-<<(tert-butyldiphenylsilyl)oxy>methyl>-2-methyl-5-<3-<(tert-butyldimethylsilyl)oxy>-2-methylprop-1-enyl>cyclohex-1-ene-4,5'-2'-tert-butyl-1',3'-dioxolan-4'-one> → methyl (1S,2S,5R)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-hydroxy-5-methyl-2-<2'-methyl-3'-<(tert-butyldimethylsilyl)oxy>-1'(E)-propen-1'-yl>3-cyclohexene-1-carboxylate (146983-24-6)

Guidance literature:

With potassium carbonate; at 25 ℃; for 16h;

DOI:10.1021/jo00060a035

Reference yield: 50.0%

C74H101BrO10Si3 (147122-09-6) → Acetic acid (2E,4E,6Z,12E)-(8S,9S,11S)-6-bromo-8-(tert-butyl-diphenyl-silanyloxy)-3,9,11,13-tetramethyl-14-oxo-pentadeca-2,4,6,12-tetraenyl ester + Acetic acid (E)-3-[(1S,2S,4aS,5S,6S,8S,8aR)-1-acetyl-4-bromo-5-(tert-butyl-diphenyl-silanyloxy)-1,6,8-trimethyl-1,2,4a,5,6,7,8,8a-octahydro-naphthalen-2-yl]-but-2-enyl ester + methyl (1S,2S,5R)-4-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-hydroxy-5-methyl-2-<2'-methyl-3'-<(tert-butyldimethylsilyl)oxy>-1'(E)-propen-1'-yl>3-cyclohexene-1-carboxylate (146983-24-6)

Guidance literature:

In ⁽²⁾H₈-toluene; at 111 - 114 ℃; for 20h;

DOI:10.1021/jo00060a036

upstream raw materials:

methanol

(2R,5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-2-cyclohexyl-9-methyl-1,3-dioxa-spiro[4.5]dec-7-en-4-one

methyl (2E)-2-(hydroxymethyl)-2-butenoate

2-<<(tert-butyldiphenylsilyl)oxy>methyl>-2(Z)-butenol

Downstream raw materials:

(5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-methoxymethoxy-9-methyl-1-oxa-spiro[4.5]deca-3,7-dien-2-one

(1S,2R,5R)-2-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-4-(tert-butyl-diphenyl-silanyloxymethyl)-5-methyl-1-[3-(1-methyl-cyclohexyl)-3-oxo-propionyloxy]-cyclohex-3-enecarboxylic acid methyl ester

(5S,6R,9R)-6-[(E)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-propenyl]-8-(tert-butyl-diphenyl-silanyloxymethyl)-4-hydroxy-9-methyl-3-(1-methyl-cyclohexanecarbonyl)-1-oxa-spiro[4.5]deca-3,7-dien-2-one

C₆₆H₉₀Br₂O₈Si₃