Preheat oven to 375 degrees F.
Cut squash in 1/2 and scrape out seeds. Spread 1 tablespoon molasses in the cavity. Season with salt and pepper. Place cut side down on a roasting pan. Cook in the oven until very soft, about 1 hour. (See Chef's Notes.)
Let cool to room temperature and scoop out flesh into the work bowl of a food processor.
Puree squash until smooth, then spread on a baking sheet and return to the 375 degree oven to dry, about 10 minutes. The consistency will be like mashed potatoes. Scrape into a large mixing bowl.
Heat the butter in a saucepan over medium-low heat until it begins to brown. Immediately remove from heat and add remaining 1 tablespoon molasses and all the vinegar. Add to squash with mascarpone, Parmesan, cinnamon, and nutmeg. Season, to taste, with salt and pepper and mix well. The recipe can be made ahead to this point (makes 2 cups filling,) Cover well and refrigerate 4 hours or up to 2 days.
To fill the raviolis: Lay out a sheet of pasta dough on a lightly floured board. Cut into circles with a 3 1/2 inch pastry cutter. Put 1 tablespoon squash filling in the center of 1/2 the rounds using either a pastry bag or a small spoon. Leave a 1/2-inch border all around the filling. Moisten borders with water and top with remaining rounds of dough. Press all the air out and seal firmly by pressing all around with fingertips. Lay raviolis out to dry on a lightly floured board or baking sheet and lightly flour the tops. Repeat until you run out of dough and/or filling. To cook, boil in lightly salted water until tender, about 3 minutes. Reserve 2 ounces of the cooking water.
Uncooked, filled raviolis may be used immediately or frozen for 2 months. Lay them out on sheet pans and place in freezer until frozen. Transfer to plastic bag.
For the Sage Brown Butter: While raviolis are cooking, in a large saute pan, melt the butter with the sage and a pinch of salt until it foams and becomes light brown. Reserve.
On medium heat toss the cooked raviolis in the sage butter then transfer to a serving platter or dishes. Add 2 ounces of the cooking water to the pan and swirl with any residual butter. Spoon the butter sauce over the raviolis, then finish with a generous grating of Parmesan and bittersweet chocolate.
Chef's Notes: While I prefer the flavor that oven roasting gives the squash, you can microwave the butternut squash as well for about 30 minutes, depending on the power of your microwave. You will still need to dry the puree in the oven as in the recipe.

Kitchen-Friendly View

Nutrition Facts

Per Serving Per 100 g

Amount Per 1 Serving
Calories	399.52 Kcal (1673 kJ)
Calories from fat	169.72 Kcal
		% Daily Value*
Total Fat	18.86g	29%
Cholesterol	48.59mg	16%
Sodium	345.78mg	14%
Potassium	1184.04mg	25%
Total Carbs	53.72g	18%
Sugars	22.22g	89%
Dietary Fiber	6.17g	25%
Protein	10.53g	21%
Vitamin C	59.6mg	99%
Vitamin A	2.9mg	97%
Iron	3.7mg	21%
Calcium	389.1mg	39%

Amount Per 100 g
Calories	111.08 Kcal (465 kJ)
Calories from fat	47.19 Kcal
		% Daily Value*
Total Fat	5.24g	29%
Cholesterol	13.51mg	16%
Sodium	96.14mg	14%
Potassium	329.2mg	25%
Total Carbs	14.94g	18%
Sugars	6.18g	89%
Dietary Fiber	1.71g	25%
Protein	2.93g	21%
Vitamin C	16.6mg	99%
Vitamin A	0.8mg	97%
Iron	1mg	21%
Calcium	108.2mg	39%

* Percent Daily Values are based on a 2000 calorie diet. Your daily values may be higher or lower depending on your calorie needs.
Find out how many calories should you eat.

Tastes

salty
savory
bitter
sweet

Search recipes
by ingredients

Construct & Analyze
Your Recipe

Analyze

Try this similar recipes

Butternut Squash Bisque

Butternut squash or 2 frozen puree, Onion, large, minced and 8 more..
Gingerbread Biscotti

Butter, softened, Light brown sugar, Sugar, Eggs, Molasses and 9 more..
Cinnamon Raisin Apple Kuchen

Flour, Chilled unsalted butter, cut into 8 pieces and 15 more..
Baklava Tarts

Butter, room temperature, Cream cheese, room temperature and 11 more..
Gumdrop Fruitcake

Butter, White sugar, Eggs, beaten, All-purpose flour and 12 more..
Apple Cake With Caramel Sauce

Butter, Granulated sugar, Eggs, Whole wheat flour and 13 more..
Pumpkin Applesauce Muffins

Melted butter or 1 1/2 tbsp cooking spray and 15 more..
Danish Peppernut Christmas Cookies (Pebernodder)

Butter, softened, White sugar, Eggs, Ground cardamom and 5 more..
Honey Baked French Toast

Unsalted butter, Honey, Fresh orange juice, Eggs, Cinnamon and 3 more..
Mushroom Puff

Butter, Fresh mushrooms, coarsely chopped and 10 more..
Persimmon - Raisin Cookies

Softened butter, Sugar, Egg, All-purpose flour and 8 more..
Oatmeal Raisin Cookies With Applesauce

Butter-flavored cooking spray, Old fashioned oats and 12 more..