1,6-Dioxa-2-azaspiro[4.5]decane-3-carboxylic acid, 2-methyl-8,9,10-tris(phenylmethoxy)-7-[(phenylmethoxy)methyl]-, ethyl ester, (3R,5R,7R,8R,9S,10R)-

Base Information

• Chemical Name: 1,6-Dioxa-2-azaspiro[4.5]decane-3-carboxylic acid, 2-methyl-8,9,10-tris(phenylmethoxy)-7-[(phenylmethoxy)methyl]-, ethyl ester, (3R,5R,7R,8R,9S,10R)-
• CAS No.: 557090-25-2
• Molecular Formula: C40H45NO8
• Molecular Weight: 667.799

Synonyms:

Chemical Property of 1,6-Dioxa-2-azaspiro[4.5]decane-3-carboxylic acid, 2-methyl-8,9,10-tris(phenylmethoxy)-7-[(phenylmethoxy)methyl]-, ethyl ester, (3R,5R,7R,8R,9S,10R)-

Chemical Property:

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Technology Process of 1,6-Dioxa-2-azaspiro[4.5]decane-3-carboxylic acid, 2-methyl-8,9,10-tris(phenylmethoxy)-7-[(phenylmethoxy)methyl]-, ethyl ester, (3R,5R,7R,8R,9S,10R)-

There total 1 articles about 1,6-Dioxa-2-azaspiro[4.5]decane-3-carboxylic acid, 2-methyl-8,9,10-tris(phenylmethoxy)-7-[(phenylmethoxy)methyl]-, ethyl ester, (3R,5R,7R,8R,9S,10R)- 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: 70.1%

2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol (133697-34-4,97321-70-5) + (Z)-α-carbethoxy-N-methylnitrone (81206-60-2,81206-61-3,64930-37-6) → ethyl (3R,5R,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-benzyloxymethyl-2-methyl-1,6-dioxa-2-azaspiro[4.5]decane-3-carboxylate (557090-25-2) + ethyl (3R,5S,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-benzyloxymethyl-2-methyl-1,6-dioxa-2-azaspiro[4.5]decane-3-carboxylate

Guidance literature:

With 4 A molecular sieve; boron trifluoride diethyl etherate; In dichloromethane; at -78 - 0 ℃;

DOI:10.3987/com-02-s52

Reference yield: 45.8%

acetic anhydride (108-24-7) + ethyl (3R,5R,7R,8R,9S,10R)-8,9,10-tris(benzyloxy)-7-benzyloxymethyl-2-methyl-1,6-dioxa-2-azaspiro[4.5]decane-3-carboxylate (557090-25-2) → (3R,5R,7R,8R,9S,10R)-3-(N-methylacetylamido)-8,9,10-tris(benzyloxy)-7-benzyloxymethyl-1,6-dioxaspiro[4.5]decane-2-one + ethyl 2-[acetyl(methyl)amino]-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-D-glycero-α-D-gulo-non-4-ulopyranosonate (557090-30-9)

Guidance literature:

With acetic acid; zinc; at 20 ℃; for 24h;

DOI:10.3987/com-02-s52

upstream raw materials:

2,6-anhydro-3,4,5,7-tetra-O-benzyl-1-deoxy-D-gluco-hept-1-enitol

(Z)-α-carbethoxy-N-methylnitrone

Downstream raw materials:

ethyl 2-[acetyl(methyl)amino]-5,6,7,9-tetra-O-benzyl-2,3-dideoxy-D-glycero-α-D-gulo-non-4-ulopyranosonate

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