*,S^*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol

Base Information

• Chemical Name: *,S^*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol
• CAS No.: 151521-15-2
• Molecular Formula: C₂₁H₃₉NO₃S₂
• Molecular Weight: 417.678

Synonyms:*,S^*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol

Chemical Property of *,S^*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol

Chemical Property:

Purity/Quality:

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Technology Process of *,S^*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol

There total 3 articles about *,S^*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol 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:

(S)-2-tert-butoxycarbonylamino-3-cyclohexylpropionic acid (37736-82-6) → *,S*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol (151521-15-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) 1,1'-carbonyldiimidazole, 2.) triethylamine / 1.) THF, 0 deg C, 30 min, 2.) THF, RT, 2.5 h

2: 85.8 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 0.5 h / 0 - 2 °C

3: 1.) nBuLi / 1.) THF, from -25 to -20 deg C, 2 h, 2.) THF, from -78 to -50 deg C, 18 h

With lithium aluminium tetrahydride; n-butyllithium; triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jm00069a001

Reference yield:

(S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]-N-methoxy-N-methylcyclohexanepropanamide (115766-13-7) → *,S*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol (151521-15-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85.8 percent / LiAlH₄ / tetrahydrofuran; diethyl ether / 0.5 h / 0 - 2 °C

2: 1.) nBuLi / 1.) THF, from -25 to -20 deg C, 2 h, 2.) THF, from -78 to -50 deg C, 18 h

With lithium aluminium tetrahydride; n-butyllithium; In tetrahydrofuran; diethyl ether;

DOI:10.1021/jm00069a001

Reference yield:

2-(n-propyl)-1,3-dithiane (42196-80-5) + (S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal (98105-42-1) → *,S*)>-β-<<(1,1-dimethylethoxy)carbonyl>amino>-α-(2-propyl-1,3-dithian-2-yl)cyclohexanepropanol (151521-15-2)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, from -25 to -20 deg C, 2 h, 2.) THF, from -78 to -50 deg C, 18 h;

DOI:10.1021/jm00069a001

upstream raw materials:

2-(n-propyl)-1,3-dithiane

(S)-2-(t-butoxycarbonylamino)-3-cyclohexyl-1-propanal

(S)-2-tert-butoxycarbonylamino-3-cyclohexylpropionic acid

(S)-α-[[(1,1-dimethylethoxy)carbonyl]amino]-N-methoxy-N-methylcyclohexanepropanamide

Downstream raw materials:

[(S)-1-[(1S,2R)-1-Cyclohexylmethyl-2-hydroxy-2-(2-propyl-[1,3]dithian-2-yl)-ethylcarbamoyl]-2-(1H-imidazol-4-yl)-ethyl]-carbamic acid tert-butyl ester

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