(S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate

Base Information

• Chemical Name: (S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate
• CAS No.: 819816-69-8
• Molecular Formula: C₃₁H₄₄BNO₄Si
• Molecular Weight: 533.591
• Mol file: 819816-69-8.mol

Synonyms:(S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate

Chemical Property of (S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate

There total 6 articles about (S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate 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)-pinane-2,3-diol tert-butyl alcohol borate (819816-60-9) + (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate (819816-63-2) → (S)-pinanediol {(1R)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-70-1) + (S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-69-8)

Guidance literature:

(R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.5h;

(S)-pinane-2,3-diol tert-butyl alcohol borate; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h;

DOI:10.1055/s-2004-831237

Reference yield:

(1S,2S,6R,8S)-4-(2-Methoxy-ethoxy)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.02,6]decane + (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate (819816-63-2) → (S)-pinanediol {(1R)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-70-1) + (S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-69-8)

Guidance literature:

(R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; at -78 ℃; for 0.5h;

(1S,2S,6R,8S)-4-(2-Methoxy-ethoxy)-2,9,9-trimethyl-3,5-dioxa-4-bora-tricyclo[6.1.1.0^2,6]decane; In diethyl ether; cyclohexane; at -78 ℃; for 1h;

DOI:10.1055/s-2004-831237

Reference yield:

(3aS,4s,6S,7aR)-hexahydro-3a,5,5-trimethyl-2-(1-methylethoxy)-4,6-methano-1,3,2-benzodioxaborole (819816-59-6) + (R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate (819816-63-2) → (S)-pinanediol {(1R)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-70-1) + (S)-pinanediol {(1S)-[(R,R)-N,N-bis(1-phenylethyl)carbamoyloxy](trimethylsilyl)methyl}boronate (819816-69-8)

Guidance literature:

(R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate; With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; In diethyl ether; cyclohexane; at -94 ℃; for 0.5h;

(3aS,4s,6S,7aR)-hexahydro-3a,5,5-trimethyl-2-(1-methylethoxy)-4,6-methano-1,3,2-benzodioxaborole; In diethyl ether; cyclohexane; at -94 ℃; for 1h;

DOI:10.1055/s-2004-831237

upstream raw materials:

(3aS,4s,6S,7aR)-hexahydro-3a,5,5-trimethyl-2-(1-methylethoxy)-4,6-methano-1,3,2-benzodioxaborole

(R,R)-(+)-(trimethylsilyl)methyl N,N-bis(1-phenylethyl)carbamate

(S)-pinane-2,3-diol tert-butyl alcohol borate

pinanediol

Downstream raw materials:

(+)-pinanediol (trimethylsilyl)methaneboronate