[(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol

Base Information

• Chemical Name: [(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol
• CAS No.: 82415-18-7
• Molecular Formula: C₂₈H₄₀O₄Si
• Molecular Weight: 468.709
• Mol file: 82415-18-7.mol

Synonyms:[(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol

Chemical Property of [(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol

There total 36 articles about [(2S,4S,6S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol 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: 80.0%

(4S,6S)-6-benzyloxymethyl-4-diphenyl-t-butylsiloxy-2-methoxy-2-<(3S,4R)-3-methyl-4-hydroxypent-1-ynyl>tetrahydropyran → (2S,4S,6S,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane-2-methanol (82415-18-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol;

Reference yield:

Benzoic acid (2S,4S,6S,9S)-4-(tert-butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester → (2S,4S,6S,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane-2-methanol (82415-18-7) + [(2S,4S,6S,8S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol (82415-18-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 22 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00381a049

Reference yield:

Benzoic acid (2S,4S,6S,9S)-4-(tert-butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-ylmethyl ester → (2S,4S,6S,8R,9S)-4-<(tert-butyldiphenylsilyl)oxy>-8,9-dimethyl-1,7-dioxaspiro<5.5>undecane-2-methanol (82415-18-7) + [(2S,4S,6S,8S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-methanol (82415-18-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; at 22 ℃; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/ja00381a049

upstream raw materials:

(2S,4S,6S,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carboxylic acid methyl ester

[(1R,2S,3S,4R,5R)-3-hydroxy-4-(p-tolylsulfonyl)-6,8-dioxabicyclo[3.2.1]oct-2-yl]-4-methylbenzenesulfonic acid

1,6-anhydro-2,4-dideoxy-3-O-allyl-β-D-threo-hexopyranose

methyl 2,4-dideoxy-6-O-benzyl-α- and β-D-threo-hexopyranosides

Downstream raw materials:

(2S,4S,6S,8R,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde

(2S,4S,6S,8S,9S)-4-(tert-Butyl-diphenyl-silanyloxy)-8,9-dimethyl-1,7-dioxa-spiro[5.5]undecane-2-carbaldehyde

methyl 2-<(6'R)-(10-diphenyl-t-butylsiloxy-2,3-dimethyl-1,7-dioxaspiro<5.5>undecan-8-yl)-6',8'-dimethyldecan-2',4',8'-trien-2'-yl>-4-methoxy-5-methylbenzoate

(3RS,5R,2'R,3'S,6'S,8'S,10'R)-O-3-(10'-diphenyl-t-butylsiloxy-2',3'-dimethyl-1'7'-dioxaspiro<5.5>undecan-8'-yl)-3,5-dimethyl-6-thiophenylhex-1-enyl S-methyl thiocarbonate