(1S,2S,3S,4S,6S,7S)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyl)-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester

Base Information

Chemical Name:(1S,2S,3S,4S,6S,7S)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyl)-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester
CAS No.:200868-51-5
Molecular Formula:C₃₀H₄₂O₄Si
Molecular Weight:494.747
Hs Code.:

Synonyms:(1S,2S,3S,4S,6S,7S)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyl)-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2S,3S,4S,6S,7S)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyl)-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (1S,2S,3S,4S,6S,7S)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyl)-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester

There total 1 articles about (1S,2S,3S,4S,6S,7S)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyl)-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl 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: 82.0%

: 623-73-4
diazoacetic acid ethyl ester

: 200868-50-4
(1S,2S,3S)-1,2-dibenzyloxy-3-tert-butyldimethylsilylcyclohex-4-ene

: 200868-51-5
(1S,2S,3S,4S,6S,7S)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyl)-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester

Guidance literature:: With Cu(OTf)-Schiff base; In dichloromethane; for 4h; Ambient temperature;
DOI:10.1016/S0040-4039(97)10389-6

Reference yield: 83.0%

: 200868-51-5
(1S,2S,3S,4S,6S,7S)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyl)-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester

: 200868-52-6
((1S,4R,5S)-4,5-Bis-benzyloxy-cyclohex-2-enyl)-acetic acid ethyl ester

Guidance literature:: With cesium fluoride; In N,N-dimethyl-formamide; at 100 ℃; for 12h;
DOI:10.1016/S0040-4039(97)10389-6

Reference yield:

: 200868-51-5
(1S,2S,3S,4S,6S,7S)-3,4-Bis-benzyloxy-2-(tert-butyl-dimethyl-silanyl)-bicyclo[4.1.0]heptane-7-carboxylic acid ethyl ester

: 200868-54-8
((3aS,4S,6S,7S,7aS)-6,7-Bis-benzyloxy-2,2-dimethyl-hexahydro-benzo[1,3]dioxol-4-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / CsF / dimethylformamide / 12 h / 100 °C

2: OsO₄, NMO / acetone; H₂O / 16 h / Ambient temperature

3: p-TsOH / 2 h / Ambient temperature

4: LiAlH₄ / diethyl ether / 1 h / 0 °C

5: DMSO, (COCl)2, NEt₃ / CH₂Cl₂ / 0.5 h / -20 °C

With osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; cesium fluoride; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(97)10389-6