phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside

Base Information

• Chemical Name: phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside
• CAS No.: 902751-16-0
• Molecular Formula: C₃₀H₃₄O₆S
• Molecular Weight: 522.662
• Mol file: 902751-16-0.mol

Synonyms:phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside

Chemical Property of phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside

There total 6 articles about phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside 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: 17.5%

phenyl 3-O-allyl-2-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside (902751-15-9) + Benzyloxymethyl chloride (3587-60-8) → phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside (902751-16-0) + phenyl 3-O-allyl-2,7-di-O-benzyl-L-glycero-α-D-thio-manno-heptopyranoside (902751-17-1)

Guidance literature:

phenyl 3-O-allyl-2-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -50 ℃; for 1h;

Benzyloxymethyl chloride; With magnesium; mercury dibromide; In tetrahydrofuran; at 20 ℃; for 18h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja061594u

Reference yield:

benzyloxymethyl 2-pyridylsulfone + phenyl 3-O-allyl-2-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside (902751-15-9) → phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside (902751-16-0) + phenyl 3-O-allyl-2,7-di-O-benzyl-L-glycero-α-D-thio-manno-heptopyranoside (902751-17-1)

Guidance literature:

phenyl 3-O-allyl-2-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -50 ℃; for 1h;

benzyloxymethyl 2-pyridylsulfone; With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 1h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja061594u

Reference yield:

phenyl 3-O-allyl-2-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside (902751-15-9) + (benzyloxymethyl)tributylstannane (66222-28-4) → phenyl 3-O-allyl-2,7-di-O-benzyl-D-glycero-α-D-thio-manno-heptopyranoside (902751-16-0) + phenyl 3-O-allyl-2,7-di-O-benzyl-L-glycero-α-D-thio-manno-heptopyranoside (902751-17-1)

Guidance literature:

phenyl 3-O-allyl-2-O-benzyl-4-O-(p-methoxybenzyl)-α-D-thiomannopyranoside; With oxalyl dichloride; dimethyl sulfoxide; In dichloromethane; at -50 ℃; for 1h;

(benzyloxymethyl)tributylstannane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 20 ℃; for 2h;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ja061594u

upstream raw materials:

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

Benzyloxymethyl chloride

(benzyloxymethyl)tributylstannane

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