(2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol

Base Information

• Chemical Name: (2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol
• CAS No.: 201142-33-8
• Molecular Formula: C₁₇H₂₈O₃
• Molecular Weight: 280.408
• Mol file: 201142-33-8.mol

Synonyms:(2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol

Chemical Property of (2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol

There total 21 articles about (2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol 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: 100.0%

(2S,3S)-1-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-3-methyl-pent-4-yne-2,3-diol (213675-29-7) → (2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol (201142-33-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 25 ℃; for 1h;

DOI:10.1021/ja981062g

Reference yield: 85.0%

(3S,4aR,8R,8aR)-3-((S)-1-Hydroxy-1-methyl-prop-2-ynyl)-8-isopropyl-5-methyl-3,4,4a,7,8,8a-hexahydro-isochromen-1-one (658062-73-8) → (2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol (201142-33-8)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at 20 ℃;

DOI:10.1055/s-2003-42467

Reference yield: 52.0%

1-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-3-methyl-pent-4-yne-2,3-diol (201142-31-6) → 1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol + (2S,3S)-1-((1R,5R,6R)-6-Hydroxymethyl-5-isopropyl-2-methyl-cyclohex-2-enyl)-3-methyl-pent-4-yne-2,3-diol (201142-33-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 25 ℃; for 1h;

DOI:10.1002/anie.199725201

upstream raw materials:

1-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-3-methyl-pent-4-yne-2,3-diol

(2S,3S)-1-[(1R,5R,6R)-6-(tert-Butyl-dimethyl-silanyloxymethyl)-5-isopropyl-2-methyl-cyclohex-2-enyl]-3-methyl-pent-4-yne-2,3-diol

(3S,4aR,8R,8aR)-3-((S)-1-Hydroxy-1-methyl-prop-2-ynyl)-8-isopropyl-5-methyl-3,4,4a,7,8,8a-hexahydro-isochromen-1-one

(2E)-4-methylpent-2-enoic acid

Downstream raw materials:

(Z)-2-[(2S,3S,4S,5R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yloxymethyl]-3-[(1S,2R,6R)-6-isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-propenal

(Z)-2-[(2R,3S,4S,5R)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-tetrahydro-pyran-2-yloxymethyl]-3-[(1S,2R,6R)-6-isopropyl-3-methyl-2-((2S,3S)-3-methyl-2,3-bis-triethylsilanyloxy-pent-4-ynyl)-cyclohex-3-enyl]-propenal

C₅₇H₁₀₀O₉Si₄

C₅₇H₁₀₀O₉Si₄