1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(R)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(S)-4-methoxybenzyloxy]}acetic acid methyl ester

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Chemical Name:1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(R)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(S)-4-methoxybenzyloxy]}acetic acid methyl ester
CAS No.:1403352-63-5
Molecular Formula:C₃₂H₄₆O₇Si
Molecular Weight:570.799
Hs Code.:

Synonyms:1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(R)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(S)-4-methoxybenzyloxy]}acetic acid methyl ester

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Chemical Property of 1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(R)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(S)-4-methoxybenzyloxy]}acetic acid methyl ester

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Technology Process of 1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(R)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(S)-4-methoxybenzyloxy]}acetic acid methyl ester

There total 1 articles about 1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(R)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(S)-4-methoxybenzyloxy]}acetic acid methyl 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:

: 1-[(1S,4S,5R,6R)-6-benzyloxy-5-methoxymethyl-4-triethylsilanyloxy-cyclohex-2-enyl]-1-(4-methoxy-benzyloxy)-acetic acid

: 18107-18-1
diazomethyl-trimethyl-silane

: 931095-25-9
(1S)-1-[(1S,4S,5R,6R)-6-benzyloxy-5-methoxymethyl-4-triethylsilanyloxy-cyclohex-2-enyl]-1-(4-methoxy-benzyloxy)-acetic acid methyl ester

: 1403352-63-5
1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(R)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(S)-4-methoxybenzyloxy]}acetic acid methyl ester

Guidance literature:: In methanol; hexane; toluene; for 0.166667h; optical yield given as %de; Inert atmosphere;
DOI:10.1002/chem.201200257

Reference yield: 93.0%

: 1403352-63-5
1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(R)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(S)-4-methoxybenzyloxy]}acetic acid methyl ester

: 1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(S)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(R)-4-methoxybenzyloxy]}acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 3h; Inert atmosphere;
DOI:10.1002/chem.201200257

Reference yield:

: 1403352-63-5
1-{[1(S),6(R)-benzyloxy-5(R)-methoxymethyl-4(R)-triethylsilanyloxycyclohex-2-enyl]}-1{[1(S)-4-methoxybenzyloxy]}acetic acid methyl ester

: (1R)-benzyloxy-1(S)-{5(S)-benzyloxy-6(R)-[1(R)-(4-methoxybenzyloxy)allyl]-4(R)-methoxymethylcyclohex-2-enyl}acetic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 3 h / -78 °C / Inert atmosphere

2.1: potassium tert-butylate / tetrahydrofuran / 0.08 h / Inert atmosphere; Reflux

2.2: 0.17 h / Inert atmosphere

3.1: ammonium fluoride / methanol / 3 h / 20 °C / Inert atmosphere

4.1: triphenylphosphine / tetrahydrofuran; dichloromethane / 0.08 h / 0 °C / Inert atmosphere

4.2: 0.08 h / Inert atmosphere

4.3: 24.5 h / 0 - 4 °C / Inert atmosphere

5.1: chloro-trimethyl-silane / tetrahydrofuran / 0.08 h / -78 °C / Inert atmosphere

5.2: 12.5 h / -78 - 65 °C / Inert atmosphere

With ammonium fluoride; chloro-trimethyl-silane; potassium tert-butylate; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; toluene;
DOI:10.1002/chem.201200257