phenyl 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside

Base Information

• Chemical Name: phenyl 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside
• CAS No.: 902751-24-0
• Molecular Formula: C₃₈H₃₈O₆S
• Molecular Weight: 622.782
• Mol file: 902751-24-0.mol

Synonyms:phenyl 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside

Chemical Property of phenyl 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of phenyl 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside

There total 4 articles about phenyl 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside 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: 91.0%

phenyl 2-O-benzyl-4,6-O-(p-methoxybenzylidene)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside (902751-23-9) → phenyl 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside (902751-24-0)

Guidance literature:

With diisobutylaluminium hydride; In dichloromethane; toluene; at -20 - 20 ℃; for 3h;

DOI:10.1021/ja061594u

Reference yield:

benzyl bromide (100-39-0) → phenyl 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside (902751-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene / 4 h / Heating

1.2: CsF / dimethylformamide / 8 h / 20 °C

1.3: 74 percent / NaH / tetrahydrofuran / 5 h / Heating

2.1: 91 percent / DIBAL-H / CH₂Cl₂; toluene / 3 h / -20 - 20 °C

With diisobutylaluminium hydride; di(n-butyl)tin oxide; In dichloromethane; toluene;

DOI:10.1021/ja061594u

Reference yield:

2-bromomethylnaphthyl bromide (939-26-4) → phenyl 2-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside (902751-24-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene / 4 h / Heating

1.2: CsF / dimethylformamide / 8 h / 20 °C

1.3: 74 percent / NaH / tetrahydrofuran / 5 h / Heating

2.1: 91 percent / DIBAL-H / CH₂Cl₂; toluene / 3 h / -20 - 20 °C

With diisobutylaluminium hydride; di(n-butyl)tin oxide; In dichloromethane; toluene;

DOI:10.1021/ja061594u

upstream raw materials:

phenyl 2-O-benzyl-4,6-O-(p-methoxybenzylidene)-3-O-(2-naphthalenylmethyl)-α-D-thiomannopyranoside

benzyl bromide

2-bromomethylnaphthyl bromide

phenyl 4,6-O-p-methoxybenzylidene-1-thio-α-D-mannopyranoside

Downstream raw materials:

phenyl 2-O-benzyl-6,7-dideoxy-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-α-D-thiohept-6-enopyranoside

phenyl 2,7-di-O-benzyl-3-O-(2-naphthalenylmethyl)-D-glycero-α-D-thio-manno-heptopyranoside

phenyl 2,7-di-O-benzyl-4,6-O-benzylidene-3-O-(2-naphthalenylmethyl)-D-glycero-1-thio-α-D-mannoheptopyranoside

phenyl 2,7-di-O-benzyl-4-O-(p-methoxybenzyl)-3-O-(2-naphthalenylmethyl)-D-glycero-α-D-thio-manno-heptopyranoside