Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S,6R)-2-benzyloxymethoxy-4,6,7-trihydroxy-heptyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester

Base Information

• Chemical Name: Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S,6R)-2-benzyloxymethoxy-4,6,7-trihydroxy-heptyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester
• CAS No.: 883554-56-1
• Molecular Formula: C₄₂H₆₄O₁₃
• Molecular Weight: 776.962

Synonyms:Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S,6R)-2-benzyloxymethoxy-4,6,7-trihydroxy-heptyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester

Chemical Property of Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S,6R)-2-benzyloxymethoxy-4,6,7-trihydroxy-heptyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester

Chemical Property:

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Technology Process of Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S,6R)-2-benzyloxymethoxy-4,6,7-trihydroxy-heptyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester

There total 4 articles about Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S,6R)-2-benzyloxymethoxy-4,6,7-trihydroxy-heptyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester 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: 68.0%

Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S)-2-benzyloxymethoxy-4-hydroxy-hept-6-enyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester (883554-55-0) → Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S,6R)-2-benzyloxymethoxy-4,6,7-trihydroxy-heptyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester (883554-56-1)

Guidance literature:

With Me₂SO₂NH₂; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 0 ℃; for 13h;

DOI:10.1002/ejoc.200500670

Reference yield:

Acetic acid (S)-4-((4S,6S)-6-{(4S,6R)-6-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-butyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-2,2-dimethyl-[1,3]dioxan-4-yl)-3-hydroxy-butyl ester (883554-54-9) → Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S,6R)-2-benzyloxymethoxy-4,6,7-trihydroxy-heptyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester (883554-56-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / Me₂SO₂NH₂; K₂CO₃; (DHQD)2PHAL / K₂OsO₂(OH)4; K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 13 h / 0 °C

With Me₂SO₂NH₂; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In water; tert-butyl alcohol;

DOI:10.1002/ejoc.200500670

Reference yield:

C37H58O12Si (1027516-28-4) → Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S,6R)-2-benzyloxymethoxy-4,6,7-trihydroxy-heptyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester (883554-56-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 530 mg / camphorsulfonic acid / acetone / 0.33 h / 0 °C

2.1: KOMe / methanol / 15 h / 0 - 25 °C

2.2: 79 percent / Candida cylindracea lipase / various solvent(s) / 1 h / 25 °C

3.1: 68 percent / Me₂SO₂NH₂; K₂CO₃; (DHQD)2PHAL / K₂OsO₂(OH)4; K₃Fe(CN)6 / 2-methyl-propan-2-ol; H₂O / 13 h / 0 °C

With Me₂SO₂NH₂; camphor-10-sulfonic acid; potassium methanolate; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium dioxotetrahydroxoosmate(VI); potassium hexacyanoferrate(III); In methanol; water; acetone; tert-butyl alcohol;

DOI:10.1002/ejoc.200500670

upstream raw materials:

Acetic acid (S)-3-benzyloxymethoxy-4-{(4S,6S)-6-[(4S,6R)-6-((2R,4S)-2-benzyloxymethoxy-4-hydroxy-hept-6-enyl)-2,2-dimethyl-[1,3]dioxan-4-ylmethyl]-2,2-dimethyl-[1,3]dioxan-4-yl}-butyl ester

Acetic acid (S)-4-((4S,6S)-6-{(4S,6R)-6-[(R)-4-(tert-butyl-dimethyl-silanyloxy)-2-hydroxy-butyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-2,2-dimethyl-[1,3]dioxan-4-yl)-3-hydroxy-butyl ester

C₃₇H₅₈O₁₂Si

C₄₃H₆₆O₁₂Si

Downstream raw materials:

Acetic acid (S)-3-benzyloxymethoxy-4-((4S,6S)-6-{(4S,6R)-6-[(S)-2-benzyloxymethoxy-3-((4R,6R)-6-hydroxymethyl-2,2-dimethyl-[1,3]dioxan-4-yl)-propyl]-2,2-dimethyl-[1,3]dioxan-4-ylmethyl}-2,2-dimethyl-[1,3]dioxan-4-yl)-butyl ester

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