(7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester

Base Information

• Chemical Name: (7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester
• CAS No.: 162107-37-1
• Molecular Formula: C₄₄H₄₆O₁₂
• Molecular Weight: 766.842
• Mol file: 162107-37-1.mol

Synonyms:(7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester

Chemical Property of (7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester

There total 12 articles about (7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl 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:

(7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-4-C-(methoxycarbonyl)-3-C-<(phenylmethoxy)carbonyl>-10-methylene-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid methyl ester (162107-36-0) → (7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester (162107-37-1)

Guidance literature:

Multi-step reaction with 2 steps

1: LiOH*H₂O / tetrahydrofuran; H₂O / 1 h / 22 °C

2: tetrahydrofuran / 1.5 h / 55 °C

With lithium hydroxide; In tetrahydrofuran; water;

Reference yield:

(7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-4-C-(methoxycarbonyl)-10-methylene-11-O--3-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid methyl ester (162107-35-9) → (7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester (162107-37-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 30 percent / 49percent aq. HF / nitromethane / 24 h / 0 °C

2: LiOH*H₂O / tetrahydrofuran; H₂O / 1 h / 22 °C

3: tetrahydrofuran / 1.5 h / 55 °C

With lithium hydroxide; hydrogen fluoride; In tetrahydrofuran; nitromethane; water;

Reference yield:

<2(4S,5R)>-2-<5-Methyl-4-<oxy>-3-methylene-6-phenylhexyl>-1,3-dithiane (162107-31-5) → (7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester (162107-37-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 40 percent / n-BuLi / tetrahydrofuran; hexane / 1.) -25 deg C, 1.5 h, 2.) -78 deg C, 5 min

2: 99 percent / 2percent HCl / methanol; CH₂Cl₂ / 0.08 h / 22 °C

3: 83 percent / CaCO₃, aq. Hg(ClO₄)2 / tetrahydrofuran / 2.5 h / 22 °C

4: 45 percent / 2percent HCl / 21 h / 78 °C

5: 30 percent / 49percent aq. HF / nitromethane / 24 h / 0 °C

6: LiOH*H₂O / tetrahydrofuran; H₂O / 1 h / 22 °C

7: tetrahydrofuran / 1.5 h / 55 °C

With hydrogenchloride; lithium hydroxide; n-butyllithium; mercury(II) perchlorate; hydrogen fluoride; calcium carbonate; In tetrahydrofuran; methanol; nitromethane; hexane; dichloromethane; water;

upstream raw materials:

O-benzyl-N,N'-dicyclohexylisourea

<2(4S,5R)>-2-<5-Methyl-4-<oxy>-3-methylene-6-phenylhexyl>-1,3-dithiane

<2(4S,5R)>-2-<4-<(4-Methoxyphenyl)methoxy>-5-methyl-3-methylene-6-phenylhexyl>-1,3-dioxolane

<2(4S,5R)>-2-<4-<(4-Methoxyphenyl)methoxy>-5-methyl-3-methylene-6-phenylhexyl>-1,3-dithiane

Downstream raw materials:

(7S)-2,7-Anhydro-8,9,10,12,13-pentadeoxy-11-O-<(4-methoxyphenyl)methyl>-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester

<5(2E,4S,6S),7S>-2,7-Anhydro-8,9,10,12,13-pentadeoxy-11-ethanoate-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-5-(4,6-dimethyl-2-octenoate)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester

<5(2E,4S,6S),7S>-2,7-Anhydro-8,9,10,12,13-pentadeoxy-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-6-O-(triethylsilyl)-5-(4,6-dimethyl-2-octenoate)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmethyl ester

<5(2E,4S,6S),7S>-2,7-Anhydro-8,9,10,12,13-pentadeoxy-11-O-<(4-methoxyphenyl)methyl>-10-methylene-3,4-bis-C-<(phenylmethoxy)carbonyl>-12-(phenylmethyl)-5-(4,6-dimethyl-2-octenoate)-L-erythro-L-glycero-D-altro-7-trideculo-7,4-furanosonic acid phenylmet...