(2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran

Base Information

• Chemical Name: (2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran
• CAS No.: 118545-10-1
• Molecular Formula: C₃₃H₅₄O₆Si₂
• Molecular Weight: 602.959
• Mol file: 118545-10-1.mol

Synonyms:(2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran

Chemical Property of (2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran

There total 1 articles about (2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran 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: 97.0%

tert-butyldimethylsilyl chloride (18162-48-6) + methyl 2,3-di-O-benzyl-α-D-glucopyranoside (17791-36-5) → (2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran (118545-10-1)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)01617-9

Reference yield: 95.0%

(2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran (118545-10-1) → [(2R,3R,4R,5R,6S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-methanol (305815-34-3)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; at 0 ℃;

DOI:10.1016/S0040-4039(02)01617-9

Reference yield: 61.0%

(2S,3R,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-2-methoxy-tetrahydro-pyran (118545-10-1) + C34H27FO9 → C61H66O15Si

Guidance literature:

With zirconocene dichloride; 4 A molecular sieve; silver trifluoromethanesulfonate; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(98)00171-3

upstream raw materials:

tert-butyldimethylsilyl chloride

methyl 2,3-di-O-benzyl-α-D-glucopyranoside

Downstream raw materials:

[(2R,3R,4R,5R,6S)-4,5-Bis-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-6-methoxy-tetrahydro-pyran-2-yl]-methanol

(1R,6R,8S,9R,10S)-9,10-bis(benzyloxy)-8-methoxy-2,7-dioxabicyclo[4.4.0]dec-4-ene

methyl 4-O-allyl-2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-hept-6-enopyranoside

methyl 2,3-di-O-benzyl-6,7-dideoxy-α-D-gluco-hept-6-enopyranoside