Acetic acid (2R,3R,4S,5R,6S)-6-((2R,3R,4S,5R,6S)-3-acetoxy-4,5-bis-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

Base Information

• Chemical Name: Acetic acid (2R,3R,4S,5R,6S)-6-((2R,3R,4S,5R,6S)-3-acetoxy-4,5-bis-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester
• CAS No.: 90670-47-6
• Molecular Formula: C₆₆H₇₂O₁₂SSi
• Molecular Weight: 1117.44
• Mol file: 90670-47-6.mol

Synonyms:Acetic acid (2R,3R,4S,5R,6S)-6-((2R,3R,4S,5R,6S)-3-acetoxy-4,5-bis-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

Chemical Property of Acetic acid (2R,3R,4S,5R,6S)-6-((2R,3R,4S,5R,6S)-3-acetoxy-4,5-bis-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid (2R,3R,4S,5R,6S)-6-((2R,3R,4S,5R,6S)-3-acetoxy-4,5-bis-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester

There total 20 articles about Acetic acid (2R,3R,4S,5R,6S)-6-((2R,3R,4S,5R,6S)-3-acetoxy-4,5-bis-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl 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:

phenyl-1-thio-α-D-glucopyranoside (13992-15-9) → Acetic acid (2R,3R,4S,5R,6S)-6-((2R,3R,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester (90670-47-6)

Guidance literature:

Multi-step reaction with 7 steps

1: CSA / benzene / 25 °C

2: NaH / tetrahydrofuran / 25 - 60 °C

3: amberlyst 15 / methanol / Heating

4: imid / dimethylformamide / 0 - 25 °C

5: DMAP / CH₂Cl₂ / 0 - 25 °C

6: 98 percent / n-Bu₄NF / tetrahydrofuran / 0 - 25 °C

7: SnCl₂, AgClO₄, 4 Angstroem molecular sieves / diethyl ether / -15 - 25 °C

With 1H-imidazole; dmap; Amberlyst 15; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver perchlorate; sodium hydride; tin(ll) chloride; camphor-10-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja00327a021

Reference yield:

phenyl-1-thio-α-D-glucopyranoside (13992-15-9) → Acetic acid (2R,3R,4S,5R,6S)-6-((2R,3R,4S,5R,6S)-3-acetoxy-4,5-bis-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester (90670-47-6)

Guidance literature:

Multi-step reaction with 7 steps

1: CSA / benzene / 25 °C

2: NaH / tetrahydrofuran / 25 - 60 °C

3: amberlyst 15 / methanol / Heating

4: imid / dimethylformamide / 0 - 25 °C

5: DMAP / CH₂Cl₂ / 0 - 25 °C

6: 98 percent / n-Bu₄NF / tetrahydrofuran / 0 - 25 °C

7: SnCl₂, AgClO₄, 4 Angstroem molecular sieves / diethyl ether / -15 - 25 °C

With 1H-imidazole; dmap; Amberlyst 15; 4 A molecular sieve; tetrabutyl ammonium fluoride; silver perchlorate; sodium hydride; tin(ll) chloride; camphor-10-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja00327a021

Reference yield:

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl ester (13992-16-0) → Acetic acid (2R,3R,4S,5R,6S)-6-((2R,3R,4S,5R,6R)-3-acetoxy-4,5-bis-benzyloxy-6-phenylsulfanyl-tetrahydro-pyran-2-ylmethoxy)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3-yl ester (90670-47-6)

Guidance literature:

Multi-step reaction with 8 steps

1: NaOMe / methanol / 0 - 25 °C

2: CSA / benzene / 25 °C

3: NaH / tetrahydrofuran / 25 - 60 °C

4: amberlyst 15 / methanol / Heating

5: imid / dimethylformamide / 0 - 25 °C

6: DMAP / CH₂Cl₂ / 0 - 25 °C

7: 98 percent / n-Bu₄NF / tetrahydrofuran / 0 - 25 °C

8: SnCl₂, AgClO₄, 4 Angstroem molecular sieves / diethyl ether / -15 - 25 °C

With 1H-imidazole; dmap; Amberlyst 15; 4 A molecular sieve; tetrabutyl ammonium fluoride; sodium methylate; silver perchlorate; sodium hydride; tin(ll) chloride; camphor-10-sulfonic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1021/ja00327a021

upstream raw materials:

Acetic acid (2R,3R,4S,5R,6R)-4,5-bis-benzyloxy-2-hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Acetic acid (2R,3R,4S,5R)-4,5-bis-benzyloxy-2-(tert-butyl-diphenyl-silanyloxymethyl)-6-fluoro-tetrahydro-pyran-3-yl ester

phenyl-1-thio-α-D-glucopyranoside

Acetic acid (2R,3R,4S,5R,6R)-4,5-diacetoxy-6-acetoxymethyl-2-phenylsulfanyl-tetrahydro-pyran-3-yl ester