(2R,3R,6R,8R,9S)-8-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde

Base Information

• Chemical Name: (2R,3R,6R,8R,9S)-8-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde
• CAS No.: 160238-54-0
• Molecular Formula: C₂₃H₃₄O₅
• Molecular Weight: 390.52
• Mol file: 160238-54-0.mol

Synonyms:

Chemical Property of (2R,3R,6R,8R,9S)-8-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3R,6R,8R,9S)-8-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde

There total 1 articles about (2R,3R,6R,8R,9S)-8-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde 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:

<2R,3R,6R,8R,8(1R),9S>-<3,9-dimethyl-8-<<1-methyl-2-(4-methoxybenzyl)oxy>ethyl>-1,7-dioxaspiro<5.5>undecan-2-yl>methanol (160238-53-9) → (2R,3R,6R,8R,9S)-8-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde (160238-54-0)

Guidance literature:

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C, 30 min, 2.) CH₂Cl₂, from -78 to 0 deg C, 1 h;

DOI:10.1016/0040-4020(96)00811-3

Reference yield:

(2R,3R,6R,8R,9S)-8-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde (160238-54-0) → Acetic acid (S)-2-benzenesulfonyl-1-{(2R,3R,6R,8R,9S)-8-[(R)-2-(4-methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl}-3-(2-methyl-[1,3]dithian-2-yl)-butyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi, HMPA / 1.) THF, hexane, from -78 to 0 deg C, 30 min, 2.) THF, hexane, from -78 to O, 65 min

2: 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / 14 h / Ambient temperature

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; n-butyllithium; In dichloromethane;

DOI:10.1016/0040-4020(96)00811-3

Reference yield:

(2R,3R,6R,8R,9S)-8-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde (160238-54-0) → (2R,3S,6R,8R,9R)-2-[(R)-2-(4-Methoxy-benzyloxy)-1-methyl-ethyl]-3,9-dimethyl-8-[(Z)-(S)-3-(2-methyl-[1,3]dithian-2-yl)-but-1-enyl]-1,7-dioxa-spiro[5.5]undecane

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-BuLi, HMPA / 1.) THF, hexane, from -78 to 0 deg C, 30 min, 2.) THF, hexane, from -78 to O, 65 min

2: 4-dimethylaminopyridine, pyridine / CH₂Cl₂ / 14 h / Ambient temperature

3: Na-Hg, Na₂HPO₄ / tetrahydrofuran; methanol / 1 h / -20 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; dmap; disodium hydrogenphosphate; n-butyllithium; sodium amalgam; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1016/0040-4020(96)00811-3

upstream raw materials:

<2R,3R,6R,8R,8(1R),9S>-<3,9-dimethyl-8-<<1-methyl-2-(4-methoxybenzyl)oxy>ethyl>-1,7-dioxaspiro<5.5>undecan-2-yl>methanol