3-Chloro-benzoic acid (1R,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-triisopropylsilanyloxy-cyclohex-2-enyl ester

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Chemical Name:3-Chloro-benzoic acid (1R,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-triisopropylsilanyloxy-cyclohex-2-enyl ester
CAS No.:208193-03-7
Molecular Formula:C₃₂H₄₂ClNO₈Si
Molecular Weight:632.226
Hs Code.:

Synonyms:3-Chloro-benzoic acid (1R,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-triisopropylsilanyloxy-cyclohex-2-enyl ester

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Chemical Property of 3-Chloro-benzoic acid (1R,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-triisopropylsilanyloxy-cyclohex-2-enyl ester

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Technology Process of 3-Chloro-benzoic acid (1R,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-triisopropylsilanyloxy-cyclohex-2-enyl ester

There total 10 articles about 3-Chloro-benzoic acid (1R,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-triisopropylsilanyloxy-cyclohex-2-enyl 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: 83.0%

: 937-14-4
3-chloro-benzenecarboperoxoic acid

: 208193-02-6
[(1R,6R)-6-(7-Methoxy-benzo[1,3]dioxol-5-yl)-3-triisopropylsilanyloxy-cyclohex-2-enyl]-carbamic acid methyl ester

: 208193-03-7
3-Chloro-benzoic acid (1R,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-triisopropylsilanyloxy-cyclohex-2-enyl ester

Guidance literature:: In dichloromethane; at 0 ℃; for 0.25h;
DOI:10.1016/S0040-4020(98)00975-2

Reference yield:

: 4746-97-8
cyclohexanedione monoethylene ketal

: 208193-03-7
3-Chloro-benzoic acid (1R,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-triisopropylsilanyloxy-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) n-BuLi / 1.) THF, 2.) THF

2: POCl₃, DBU, pyridine

3: H₂ / Pd/C

4: H₃O⁽¹⁺⁾, MeOH

5: lithium (+)-bis(α-methylbenzyl)amide, LiCl / tetrahydrofuran / -78 °C

6: TMSN₃, (PhIO)n / CH₂Cl₂ / -15 °C

7: LiAlH₄ / diethyl ether

8: pyridine

9: imidazole / CH₂Cl₂

With pyridine; 1H-imidazole; methanol; lithium aluminium tetrahydride; n-butyllithium; trimethylsilylazide; (+)-bis(α-methylbenzyl)amine lithium salt; (PhIO)n; oxonium; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja980407s

Reference yield:

: 91511-83-0
5-bromo-7-methoxy-1,3-benzodioxol

: 208193-03-7
3-Chloro-benzoic acid (1R,5R,6R)-5-(7-methoxy-benzo[1,3]dioxol-5-yl)-6-methoxycarbonylamino-2-triisopropylsilanyloxy-cyclohex-2-enyl ester

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) n-BuLi / 1.) THF, 2.) THF

2: POCl₃, DBU, pyridine

3: H₂ / Pd/C

4: H₃O⁽¹⁺⁾, MeOH

5: lithium (+)-bis(α-methylbenzyl)amide, LiCl / tetrahydrofuran / -78 °C

6: TMSN₃, (PhIO)n / CH₂Cl₂ / -15 °C

7: LiAlH₄ / diethyl ether

8: pyridine

9: imidazole / CH₂Cl₂

With pyridine; 1H-imidazole; methanol; lithium aluminium tetrahydride; n-butyllithium; trimethylsilylazide; (+)-bis(α-methylbenzyl)amine lithium salt; (PhIO)n; oxonium; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1021/ja980407s