methyl 2-<(1SR, 3SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>oct-3-yl>acetate

Base Information

• Chemical Name: methyl 2-<(1SR, 3SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>oct-3-yl>acetate
• CAS No.: 121221-70-3
• Molecular Formula: C₃₂H₅₃ClO₆Si₂
• Molecular Weight: 625.393

Synonyms:

Chemical Property of methyl 2-<(1SR, 3SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>oct-3-yl>acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-<(1SR, 3SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>oct-3-yl>acetate

There total 5 articles about methyl 2-<(1SR, 3SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>oct-3-yl>acetate 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:

<3aα,4α,5β,6aα>-(+/-)-hexahydro-5-hydroxy-4-<(E)-4-(3-chlorophenoxy)-(3α)-hydroxy-1-butenyl>-2H-cyclopentafuran-2-one (52267-81-9,53906-54-0,54142-65-3,59685-87-9,59685-90-4,72029-56-2,93302-71-7,93302-72-8) → methyl 2-<(1SR, 3SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>oct-3-yl>acetate (121221-70-3,121251-99-8,124095-39-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / imidazole / pyridine / 2 h / Ambient temperature

2: 92 percent / DIBAH / toluene / 0.67 h / -78 °C

3: NaH / 1,2-dimethoxy-ethane / 0.67 h / Ambient temperature

With 1H-imidazole; sodium hydride; diisobutylaluminium hydride; In pyridine; 1,2-dimethoxyethane; toluene;

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → methyl 2-<(1SR, 3SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>oct-3-yl>acetate (121221-70-3,121251-99-8,124095-39-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / imidazole / pyridine / 2 h / Ambient temperature

2: 92 percent / DIBAH / toluene / 0.67 h / -78 °C

3: NaH / 1,2-dimethoxy-ethane / 0.67 h / Ambient temperature

With 1H-imidazole; sodium hydride; diisobutylaluminium hydride; In pyridine; 1,2-dimethoxyethane; toluene;

Reference yield:

(1SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>octan-3-one (121221-68-9) → methyl 2-<(1SR, 3SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>oct-3-yl>acetate (121221-70-3,121251-99-8,124095-39-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / DIBAH / toluene / 0.67 h / -78 °C

2: NaH / 1,2-dimethoxy-ethane / 0.67 h / Ambient temperature

With sodium hydride; diisobutylaluminium hydride; In 1,2-dimethoxyethane; toluene;

upstream raw materials:

trimethyl phosphonoacetate

(1SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>octan-3ξ-ol

<3aα,4α,5β,6aα>-(+/-)-hexahydro-5-hydroxy-4-<(E)-4-(3-chlorophenoxy)-(3α)-hydroxy-1-butenyl>-2H-cyclopentafuran-2-one

tert-butyldimethylsilyl chloride

Downstream raw materials:

2-<(1SR, 5RS, 6RS, 7RS)-7-tert-butyldimethylsilyloxy-6-<(3RS)-3-tert-butyldimethylsilyloxy-4-(3-chlorophenoxy)but-1(E)-en-1-yl>-2-oxabicyclo<3.3.0>oct-3-yl>acetaldehyde

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